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Holiday Homes and Apartments Holmes Beach, FL

All 399 Rentals in Holmes Beach
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$1,054
/ Week
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1 / 19
4 of 5 stars (1) Very good
2 Bedrooms / 2 Bathrooms / Sleeps 5
Overview Reviews (1) Make Enquiry
From
$226
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1 / 34
4.5 of 5 stars (2) Very good
2 Bedrooms / 2 Bathrooms / Sleeps 4
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$251
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1 / 30
5 of 5 stars (7) Excellent
2 Bedrooms / 1 Bathroom / Sleeps 6
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$226
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1 / 34
5 of 5 stars (3) Excellent
3 Bedrooms / 2 Bathrooms / Sleeps 8
Overview Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This beautifully decorated 3 bedroom and 2 bathroom duplex offers all the comforts of home with all the benefits of paradise. Enjoy your time outside in the pool or lounging on the patio surrounded by the tropical palm tree landscaping. Grill up some burgers, steaks, or some fresh seafood on the... View all property information
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5 of 5 stars Reviewed 3 March 2013
We had the most wonderful four days in this house with our baby son. The house is just two blocks from the beach and comes with basic gear (towels, umbrella, chairs, wagon...
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$206
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1 / 7
4 of 5 stars (1) Very good
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
When you stay in this spacious two-bedroom family-friendly condo you will definitely become a beach potato! Just steps from Anna Maria Island's beautiful white sand beach in the city of Holmes Beach, with 1,349 square feet, this vacation rental provides plenty of space to relax and enjoy your time... View all property information
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4 of 5 stars Reviewed 12 January 2015
My husband and I traveled with our son and his fiancée. The condo is very clean, with several upgrades especially in the kitchen. Counters, appliances and provided dishes...
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$1,454
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1 / 24
3 Bedrooms / 2 Bathrooms / Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Adorable, ground level, vintage cottage with modern conveniences and private pool is all you could desire for a vacation. Tasteful décor, comfortable furnishings and peaceful surroundings await. 3 bedroom, 2 bath sleeps 6. Blocks from the gulf. Additional amenities include: washer & dryer. View all property information
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$1,882
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1 / 18
5 of 5 stars (2) Excellent
2 Bedrooms / 2 Bathrooms / Sleeps 4
traveller have booked this property
Overview Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
What a great place! The first time I came to Anna Maria Island, I thought how could I get a place like this! A place where a clean shirt and flip flops are the norm. Where people say hi and the food is great and affordable. I watched my first wedding at sunset while having dinner on the beach.... View all property information
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5 of 5 stars Reviewed 19 April 2014
I completely agree with the previous review. We loved the view and certainly appreciated being at a walking distance to the beach and to the stores. Also the kitchen is better...
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1 / 32
5 of 5 stars (19) Excellent
2 Bedrooms / 2 Bathrooms / Sleeps 6
travellers have booked this property
Overview Reviews (19) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Castnetter Beach Resort #6 has been a family favorite for Beach-Goers, Sun-Seekers, Boaters, Fishermen and Fun-Lovers alike since 1967. Located in the middle of beautiful Anna Maria Island and directly accross the street from the 7-Acre 'Manatee Public Beach.' Extensive renovations were completed... View all property information
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5 of 5 stars Reviewed 29 May 2014
First of all this unit is so beautifully furnished. You feel like you're at home. Plus the private balcony is perfect for laying out or drinking your morning coffee or eating your...
5 of 5 stars Reviewed 10 November 2012
We stayed at Castnetter unit 6 for four nights Oct 2012. It had been quite difficult to find a condo for a short stay on AMI so we were pleased to have found this. At first...
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From
$134
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1 / 10
1 Bedroom / 2 Bathrooms / Sleeps 2
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  • Dishwasher
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This property can only accept 7 nights stays with a check-in on Saturday Anna Maria Island's newest and finest condominium complex offers several fabulous holiday villas all designer decorated and with floor plans maximizing water views. A heated pool is a great place to relax after a day at the... View all property information
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From
$791
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1 / 22
4.5 of 5 stars (7) Very good
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (7) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Cove at Sandy Pointe #205, at 3601 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded complex close to shopping and conveniently located to the beach. Sandy Pointe features undercover parking and a large heated pool.This well appointed and recently refurnished unit... View all property information
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From
$193
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1 / 28
5 of 5 stars (29) Excellent
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (29) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
From the same owners of A Lime Cottage (p277325), who've been recognized as TripAdvisor 'rated excellent' vacation rental, Flipkey 2012 and 2013 Top Vacation Rental, 2012 Top Rental Manager', we're delighted to now have Lemon Cottage. Nestled in a quiet residential boating community across from... View all property information
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5 of 5 stars Reviewed 9 October 2014
This is the 2nd consecutive year we have stayed at Lemon Cottage. Again, we love the location, the amenities, proximity to the beach and all the extras and the house. The greatest...
5 of 5 stars Reviewed 3 September 2014
Our family of six (2 adults and 4 children-ages 6-13) stayed at Lemon Cottage in July 2014. There was plenty of room for us to spread out and the home was well thought out and...
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$282
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1 / 10
5 of 5 stars (2) Excellent
2 Bedrooms / 2 Bathrooms / Sleeps 6
travellers have booked this property
Overview Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This 2 bedroom 2 1/2 bathroom condo has a fantastic location across the street from Manatee Beach on Anna Maria Island. The condo is beautifully decorated with a king bed in the master bedroom, 2 twin beds in the guest room (one also has a trundle) and an open floor plan living room/dining room... View all property information
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From
$242
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1 / 27
5 of 5 stars (4) Excellent
2 Bedrooms / 2 Bathrooms / Sleeps 6
travellers have booked this property
Overview Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This property is available for rentals 7 nights or more. 99 steps from the beach! Elegantly furnished two bedroom and two bath condo with brand new Tommy Bahama style furnishings. Sit by the heated pool after a stroll on the white, sandy beach of Holmes Beach just across the street! There are 18... View all property information
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From
$452
/ Night
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1 / 21
5 of 5 stars (2) Excellent
3 Bedrooms / 4 Bathrooms / Sleeps 6
traveller have booked this property
Overview Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
ISLAND HOME - on a quiet street and just four houses from a white, wide and natural beach with sea oats and grasses adjacent to a turquoise sea. Newly re-appointed three bedroom two and one-half bath single family home. Beautiful views of the Gulf of Mexico from master bedroom, guest bedroom and... View all property information
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From
$107
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1 / 25
2 Bedrooms / 2 Bathrooms / Sleeps 4
traveller have booked this property
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The perfect spot for the budget-conscious, beach-loving vacationer! This comfortable and clean 2 bedroom/2 bath elevated duplex is only 200 yards from the fabulous white sand beach and crystal-clear waters of the Gulf of Mexico! If rising vacation rental prices have you worried, this is your... View all property information
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From
$179
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1 / 28
5 of 5 stars (5) Excellent
3 Bedrooms / 3 Bathrooms / Sleeps 8
travellers have booked this property
Overview Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Grab your flip-flops and beach chairs! This family-friendly 3-bedroom, 2 1/2 -bath townhouse is just two quick blocks to the pristine, white sandy beaches of Anna Maria's gorgeous blue waters of the Gulf Coast. And after a relaxing day of sand and sun, come back for a refreshing dip in the... View all property information
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5 of 5 stars Reviewed 10 October 2014
Loved this town house perfectly appointed for a family vacation. Beautiful tommy bahama furniture, comfortable living space, lots of bed space, well equipped kitchen. Beautiful...
5 of 5 stars Reviewed 30 September 2014
This beach condo is like staying in your own home. It is very comfortable, clean and spacious. Only a short walk to the beach makes it the perfect location! You can also bike...
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From
$152
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1 / 24
4 of 5 stars (2) Very good
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Launching your kayak at sunrise from the canal dock of this gorgeous two-bedroom, two-bath home is a fantastic way to start your vacation on Anna Maria Island. Located on one of the many Holmes Beach canals, this tropically-lush landscaped vacation rental, just three short blocks to the pristine... View all property information
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From
$232
/ Night
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1 / 12
4.5 of 5 stars (4) Very good
2 Bedrooms / 3 Bathrooms / Sleeps 6
travellers have booked this property
Overview Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This is a gorgeous home, just 1/4 block from the beach which you can see from the balcony. Private elevator to all floors, relaxing living room with flat screen TV. Impressive Kitchen with granite counter tops, Stainless steel appliances, wood floors, bar sitting area, large dining room.... View all property information
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4 of 5 stars Reviewed 11 January 2015
LOVED Anna Maria Island! Enjoyed walking around the corner to get coffee or breakfast from the locals. Beach was amazing and so close. Free trolley service on the island lets you...
5 of 5 stars Reviewed 15 July 2014
My wife three children and I stay at coquina sands for a week, and we love this house it was very constable with a beautiful view of the gulf from the balcony on the living room...
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$197
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1 / 19
4.5 of 5 stars (11) Very good
3 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (11) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This island home just one block from the beach offers a one of a kind setting which affordably gives you the pleasures of a spring-fed lake with dock as well as one block walk to the beach with a peek of the gulf. The beautiful lake is stocked with all types of fish ranging from Snapper, Redfish,... View all property information
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5 of 5 stars Reviewed 8 January 2014
We have now stayed twice at this vacation house and loved it both times. Ken, the owner makes it so easy to book and is a real pleasure to deal with. Booking direct with the owner...
5 of 5 stars Reviewed 23 February 2013
Exactly as advertised. This is not someone's investment property - it is a home. It has every comfort you would need and more. Literally minutes walk from the beach, private back...
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From
$152
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1 / 25
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Note: This property requires a 30-day minimum stay. This two-bedroom Holmes Beach vacation rental condo is the perfect size for a small family or group, or even a romantic getaway. Located in the Westbay Point & Moorings complex, it is tucked away from everything truly making it a hidden gem. With... View all property information
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From
$211
/ Night
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1 / 12
5 of 5 stars (1) Excellent
1 Bedroom / 1 Bathroom / Sleeps 2
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The 'Flip Flop' duplex is a fantastic recently remodelled duplex located one block from the white sandy beaches boasting professional landscaping, beautiful retro interiors, and its own private pool for each side of the duplex. Flop (the yellow side of the duplex) is a one bedroom, one bath duplex... View all property information
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5 of 5 stars Reviewed 8 October 2014
My husband and I loved Flop Cottage for many reasons. First of all, the landscaping is lush and tropical and the décor is fun and cozy - so you instantly feel like you are on...
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From
$778
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1 / 8
5 of 5 stars (4) Excellent
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This well-furnished two bedroom condo is next to a quiet nature preserve and has a fine view of the bay separating Anna Maria Island from Florida's mainland as well as the Sandy Pointe heated swimming pool. The beach is just 2 blocks away with its bright white sand and aquamarine waters. For... View all property information
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From
$207
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1 / 20
5 of 5 stars (1) Excellent
1 Bedroom / 1 Bathroom / Sleeps 4
travellers have booked this property
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two... View all property information
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5 of 5 stars Reviewed 17 August 2014
First I should let y'all know we were moved to 103 but it was right next door and actually a little closer to the pool so this is a review of 103. This place was great! The...
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$188
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1 / 19
4 of 5 stars (1) Very good
1 Bedroom / 1 Bathroom / Sleeps 4
traveller have booked this property
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
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4 of 5 stars Reviewed 3 September 2014
Yes, the room was very dated, as the pictures showed. It would seem for $200 a night, an upgrade in furnishings is due. But, it was clean, and the short walk to the beach made...
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From
$167
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1 / 16
2 Bedrooms / 3 Bathrooms / Sleeps 4
Overview Make Enquiry
Amenities & Details
  • Dishwasher
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Bay Bella Vista 244 S. Harbor Drive Unit 2 Holmes Beach, Fl 34217 BAYFRONT CONDO - This 2 bedroom, 3 bathroom condo is beautifully furnished and features exceptional views of the intracoastal waterway. Enjoy the breathtaking views from the Master bedroom and living room! There is a private... View all property information
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From
$103
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1 / 19
5 of 5 stars (7) Excellent
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Reviews (7) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Cove at Sandy Pointe #213 3601 East Bay Drive #213 Holmes Beach, Fl 34217 ISLAND CONDO - Beautifully presented, bright and airy 2 bed/ 2 bath AC upper floor condo. The lounge and Master bedroom, which has a King sized bed and en-suite shower room, both lead out onto a very private lanai... View all property information
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5 of 5 stars Reviewed 14 December 2014
We liked the modern furnishings and very clean environment. There was lots of closet and drawer space, which added to the comfort. Also, we appreciated the night time silence...
5 of 5 stars Reviewed 15 August 2013
I have stayed at the condo three times now, and always feel at home there. I really couldn't imagine staying anywhere else. It's location is private and quiet with lovely views...
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$251
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1 / 18
5 of 5 stars (1) Excellent
1 Bedroom / 1 Bathroom / Sleeps 4
travellers have booked this property
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
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5 of 5 stars Reviewed 22 July 2014
Our stays here have always been enjoyable & awesome. Really nice comfortable condo unit & being right on the beach......you can't ask for anything more!!!! Even the Sea Turtles...
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From
$305
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1 / 21
4.5 of 5 stars (4) Very good
3 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
*** Ask about our specials running now through the end of the year!! *** Welcome to your own Tropical Paradise. This completely brand new duplex offers a private outdoor HEATED pool with lush tropical trees around and a sitting area in the pool to just sit back, and relax. The kitchen is every... View all property information
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3 of 5 stars Reviewed 3 January 2015
The location is the #1 reason to rent this home as it is a block away from the beach. Well it is a duplex, not a house and you can easily hear the people next door. The floorplan...
5 of 5 stars Reviewed 26 July 2014
The house was very well equipped, plenty of linens, towels, dishes etc. Could do with some decent knives. Pool was fantastic, sparkling clean, nice water feature, shaded table...
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From
$161
/ Night
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1 / 19
5 of 5 stars (1) Excellent
2 Bedrooms / 2 Bathrooms / Sleeps 5
travellers have booked this property
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Lovely Bayside Condo recently remodeled, 2 Bedroom, 2 Bathroom, fully air conditioned, screened lanai, heated pool and covered parking. Easy access to: retail shops, grocery store and restaurants. 200 hundred yards to Free Island Trolley. Short walk to white sand beaches. Bike to nearby Robinson... View all property information
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From
$1,054
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1 / 22
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
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About this property
Sunbow Bay Condominium #109 located at 3705 East Bay Drive in Holmes Beach has everything you could need or want for a memorable vacation. Conveniently close to shopping and restaurants yet out of the way and quiet. Sunbow Bay offers two heated pools, tennis courts, elevators, undercover parking... View all property information
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4.5 of 5 stars (5) Very good
2 Bedrooms / 2 Bathrooms / Sleeps 4
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Elder access
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About this property
Tropical, quiet, 2 bedroom/ 2 bath duplex, just over a block to the beach, and a block to the free Island trolley! Elevated, with one car garage underneath filled with beach chairs and wagon. Heated Pool surrounded by a large paver deck, lush landscape and plenty of seating. Sleeps up to 4. 1160... View all property information
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4 of 5 stars Reviewed 22 June 2014
We really enjoyed our stay at Island Girl North (duplex). It's a quick stroll to the beach, decorated very nicely, clean, and the pool area is lush and private. The only negative...
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5 of 5 stars (4) Excellent
2 Bedrooms / 1 Bathroom / Sleeps 7
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  • Air Conditioning
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  • Grill
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  • Safe
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  • Washer
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This beautifully decorated 2 bedroom, 1 bath and 3 bedroom, 2 bath duplex is just a short half block from the white sand beaches of Anna Maria Island. The 2 bedroom unit sleeps 7 people and the 3 bedroom sleeps up to 10 people. Palm Haven is the perfect vacation spot for anyone! Amenities Include:... View all property information
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5 of 5 stars Reviewed 21 August 2014
I booked this place because I wanted a pet friendly rental close to the beach. Our plans changed and our dog didn't travel with us, but it would have been a great location for...
5 of 5 stars Reviewed 12 December 2012
I found this house online and was instantly attracted to the location and the reasonable price! This house is so close to the beach and is on a dead end street! I loved the fact...
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5 of 5 stars (1) Excellent
2 Bedrooms / 1 Bathroom / Sleeps 5
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  • Grill
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Elder access
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About this property
Welcome to the Sand Dollar Shack on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Sand Dollar Shack side includes a private heated pool (not shared), hot/cold outdoor... View all property information
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5 of 5 stars Reviewed 28 January 2015
We had a wonderful stay at AMI with Lizzie Lu/Sand Dollar Shack! From the moment we got there, the owner Ben took great care of us. The location is in a great spot towards the...
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5 of 5 stars (1) Excellent
3 Bedrooms / 2 Bathrooms / Sleeps 8
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  • Dishwasher
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  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Elder access
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About this property
Island Paradise #3 3708 Gulf Drive Unit 3 Holmes Beach, Fl. 34217 Island Paradise is just that- the best view on Anna Maria Island. Panoramic views of the beautiful blue waters of the Gulf of Mexico and the white sand beaches. And don't forget the legendary sunsets. It simply does not get any... View all property information
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5 of 5 stars Reviewed 18 August 2014
The unit was very clean & well kept as well as the entire building. Our view of the Gulf of Mexico from the living room was breath taking. The pool was nice size and clean. We...
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2 Bedrooms / 2 Bathrooms / Sleeps 4
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  • Pets allowed
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  • Suitable for children
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About this property
Make your stay in Florida fun and easy! This 2 Bedroom, 2 Bath condo is direct beachfront with wide open views up and down the coast. The condo is on the top floor (6th) of the building and is completely furnished with a dining table that seats 6 – 8, sofa and loveseat, coffee and end tables, flat... View all property information
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5 of 5 stars (1) Excellent
2 Bedrooms / 2 Bathrooms / Sleeps 6
traveller have booked this property
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
About this property
ANNA MARIA ISLAND #3 TOP 10 ISLAND'S IN U.S.A. Palm Isle 3203,our 2 bedroom island decorated condo is across the street from the beaches of Anna Maria Island. Steps from the heated pool and fully landscaped setting, along with all the amenities of home, your family will enjoy our beach get... View all property information
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5 of 5 stars Reviewed 2 December 2014
LOVED, LOVED, LOVED this property! It's perfectly located right in the heart of Anna Marie island - easy in and out parking RIGHT in front of the villa. The villa was roomy for us...
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5 of 5 stars (11) Excellent
2 Bedrooms / 2 Bathrooms / Sleeps 6
travellers have booked this property
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Very spacious two bedroom Condo with a patio area off the living room. Recently remodeled and very nicely furnished. Flat screen TV, fully equipped kitchen with all the appliances. Across the street from the beach, and short distance to area shopping. Unit has waterfall pool, and a relaxing Pool... View all property information
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4 of 5 stars Reviewed 30 December 2014
This 2 bed, 2 bath unit was steps from the beach, be careful with children however, for this unit is on busy Gulf Drive across the street from the beach. The furnishings were...
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5 of 5 stars (8) Excellent
2 Bedrooms / 2 Bathrooms / Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
About this property
Enjoy our relaxed house with brand new heated pool and its integrated hot tub. It is just a few steps from the beach and also to best restaurants and shops on the island. This is not a duplex, this is not a condo. This is a single family house with private garden an pool. A nice dining deck with... View all property information
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5 of 5 stars Reviewed 7 October 2014
Locally known as “The Turtle Place” its in a great location halfway up the island in a quiet residential area between Gulf Drive and Marina Drive. Very easy to find. Easy key...
5 of 5 stars Reviewed 17 June 2014
Pool Beach House is unpretentious and has a simple charm around the themes of turtles and the beach. The property has great light and blinds for when you don't want it. The...
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4.5 of 5 stars (2) Very good
3 Bedrooms / 2 Bathrooms / Sleeps 6
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
Palm Views is a comfortable and welcoming 3 bedroom, 2 bath townhome located in one of Anna Maria's finest neighborhoods just 1 block from the beach. Lush landscaping gives this home privacy and charm with a peek of the Gulf from the lanai. Townhouse-style layout features a garage on the ground... View all property information
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5 of 5 stars Reviewed 15 July 2014
Beautiful home, great access to beach, love the lack of high rise skyline killers in this area of what Florida beach vacation is supposed to be.
4 of 5 stars Reviewed 14 July 2012
I traveled to this property in June of 2012 with my partner, daughter, her friend and my parents. This condo worked out well for us. The Holmes beach area is beautiful & the...
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5 of 5 stars (1) Excellent
3 Bedrooms / 3 Bathrooms / Sleeps 6
travellers have booked this property
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
  • x
About this property
Spacious 3-level House with 2 large decks overlooking the beautiful Gulf of Mexico. House is fully furnished with a large flat screen TV and Bose Stereo System. Great Gulf views from living room and Master Bedroom. One Guest room also has a gulf view. Large garage is fully equipped with beach... View all property information
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5 of 5 stars Reviewed 23 January 2015
A fantastic home, very well appointed, very clean and the perfect size for a group of 6. The location is spectacular, only steps from the beach and in the heart of Anna Maria...
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5 of 5 stars (5) Excellent
2 Bedrooms / 2 Bathrooms / Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
High-end, high quality smaller units are almost non-existent as short term vacation rentals. So if you’re looking for a “comfortable, updated, style and convenience driven home” for a smaller number of guests, that usually means getting more space than you really need. With the Palm Shores... View all property information
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5 of 5 stars Reviewed 28 August 2014
Condo was clean nice with full kitchen. Nice pool and patio. Walking distance to beach. Great restaurants nearby, ....try lobstahs
5 of 5 stars Reviewed 14 March 2014
Lovely unit, fully furnished kitchen, 1/2 block to beach, great location, easy to get around, clean pool, easy parking, comfortable beds.
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5 of 5 stars (1) Excellent
1 Bedroom / 1 Bathroom / Sleeps 3
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  • Air Conditioning
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  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
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About this property
This is no ordinary rental! It is elegant, immaculate with upscale furnishings & very private while in one of the best locations on the Island! No car necessary while staying in this 1/1 apartment with optional 2nd bedroom (please inquire for availability). Second queen bedroom available for $75... View all property information
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5 of 5 stars Reviewed 22 July 2014
We spent a fun-filled week at this property. We loved being steps away from this gorgeous beach where the sunsets are amazing. The apartment was spotless and well maintained...
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$169
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4.5 of 5 stars (4) Very good
1 Bedroom / 1 Bathroom / Sleeps 2
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  • Air Conditioning
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  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Apartment 8 is located on the upper level. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. The apartment has its own private balcony with stunning beach and sunset views. There is also a large shared deck with tables and chairs which overlooks the pool.... View all property information
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5 of 5 stars (2) Excellent
2 Bedrooms / 2 Bathrooms / Sleeps 6
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This beautifully 2014 decorated first floor 2 bed condo is set in an idyllic, peaceful setting amongst the natural beauty of Anna Maria Island and only a short walk from the stunning white sandy beaches. This fully air conditioned condo comprises of a large lounge with a tiled floor, new leather 3... View all property information
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5 of 5 stars Reviewed 13 January 2015
Always the traveler who seeks value first, I found #106-The Cove at Sandy Pointe after searching TripAdvisor's many listings on Anna Maria Island. If you are doing your research...
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$182
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2 Bedrooms / 2 Bathrooms / Sleeps 6
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  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Very spacious two bedroom Condo with a large living room. Flat Screen TV, fully equipped kitchen with all the appliances. Not far from the beach, and short distance to area shopping. Unit has heated pool, and a relaxing Pool deck area. Main bedroom has a King size bed with a private bathroom and... View all property information
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4.5 of 5 stars (3) Very good
2 Bedrooms / 2 Bathrooms / Sleeps 4
travellers have booked this property
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  • Air Conditioning
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  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Beachy and bright condo on the second floor of a small 2-story-building (20 units in total), overlooking the mangroves with view to the Palma Sola Bay. Only some steps away from the ocean and the wonderful wide and powder sanded beaches. The condo is recently refurnished; masterbedroom with a... View all property information
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4 of 5 stars Reviewed 5 August 2013
We stayed for 4 nights at the appartment and enjoyed all our time there. The appartment is well situated on easy access routes, across the way from the Publix and a brisk walk...
5 of 5 stars Reviewed 20 August 2014
Erholung pur!!! Super Appartment, liebevoll eingerichtet mit allem Zubehör ( z.B. Spiele, Gewürze, Kaffeefiltertüten usw.) Tolle Lage, Fußweg zu Publix und zum Strand, Balkon mit...
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5 of 5 stars (76) Excellent
3 Bedrooms / 2 Bathrooms / Sleeps 6
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
PRIVATE ISLAND PARADISE - This unique custom home is hidden on a huge garden lot surrounded by palms, birds of paradise, tropical plants and a 6 ft fence. Few island homes offer this degree of privacy. SPACIOUS ELEGANCE - The home has 2,600 sq ft (240 sq m.) of ground level indoor living space with... View all property information
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4 of 5 stars Reviewed 3 July 2014
The house is very nicely decorated and has many extras like beach toys, chairs, etc. The pool is very nice and makes the vacation so much better than just going to the...
5 of 5 stars Reviewed 4 June 2013
We stayed in the Clark House in March for a week, while visiting our aunt that winters in Bradenton, nearby. We had an excellent vacation. Yes, the weather was poor that week...
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5 of 5 stars (5) Excellent
3 Bedrooms / 2 Bathrooms / Sleeps 6
travellers have booked this property
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
*** LARGE HEATED FREE-FORM, LUXURY POOL AND SPA WITH SPACIOUS PAVED SURROUND - AVAILABLE FROM AUGUST 2014 - TOGETHER WITH TROPICAL LANDSCAPING, AUTOMATED GARDEN LIGHTING AND LARGE GROUND FLOOR LANAI. *** Leave your troubles behind as you cross to Anna Maria and surrender to the island pace. Our... View all property information
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5 of 5 stars Reviewed 21 January 2015
I would/will stay here again when we come back down. Everything is top notch and the home has everything you need. We enjoyed the pool and hot tube, used it every...
5 of 5 stars Reviewed 20 July 2014
This home looked great from the online pictures but was even nicer in person. Mike and Lesley went out of their way to accommodate our young family by purchasing a highchair and...
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5 of 5 stars (5) Excellent
2 Bedrooms / 2 Bathrooms / Sleeps 6
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  • Dishwasher
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  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
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  • Wheelchair access
  • Elder access
  • x
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About this property
Seacrest II Condo, Unit #4 at 3703 5th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street. Seacrest offers a heated pool, and every amenity to make your stay here... View all property information
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2 Bedrooms / 1 Bathroom / Sleeps 6
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Come relax and enjoy your beach vacation at The Cast Away! Located conveniently across from the Manatee Public Beach and the Gulf of Mexico. This two bedroom and one bath unit sleeps six with a queen size bed, two twin beds and a sofa bed. A full size kitchen and living room are included for your... View all property information
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Holmes Beach Vacation Rentals

Holmes Beach is a small town on Anna Maria Island in the Gulf of Mexico just south of Tampa Bay. It boasts miles of gorgeous white, sandy beaches, emerald Gulf waters, abundant sunshine, and an eclectic selection of vacation rentals. Visitors to Holmes Beach can stay anywhere from a luxurious beachfront house to a rustic rental cottage. Friendly locals welcome everyone to relax and enjoy this “Florida old charm” paradise.

Where to Stay in Holmes Beach

Rental homes can provide not only flexibility but the amenities of the best resorts at a fraction of the price. If you are vacationing with the family, having extra space to spread out is also an asset. Whether you want a weekend getaway or a long trip the rental choices are endless, and you’re sure to find something that will fit your family’s needs.

Fun things to do in Holmes Beach

A scooter is an inexpensive and fun way of getting around the island from your vacation rental. If you want to spend a day on the water, there is excellent fishing in the waters surrounding Anna Maria Island. Take a charter boat and head out in the Gulf for an exciting day of sport fishing. The grouper, snapper, or mackerel you catch can provide the ingredients for a delicious seafood dinner at your vacation rental. Inshore or backwater fishing is also very popular.

Enjoy a beach picnic with the locals under the Australian Pines, or find a secluded cove and enjoy some private sunbathing. Prefer an animated beach crowd? Then the all-you-can-eat pancake breakfasts at "Cafe on the Beach" is your scene.

More beach Fun

Join a volley ball game. There are numerous nets along the beach, and there is always an exciting game taking place. Not in for that much activity? Then lie on the beach soak up some sun while you cheer for your favorite team.

Dining and entertainment

Enjoy a burger and a cold beer at Dusty’s Tavern steps away from your vacation rental. The Beach House Restaurant provides beachfront dining and live music for your enjoyment. Enjoy fresh grouper and a beer close to your vacation rental. You can also rest and relax at the pool at your vacation rental and enjoy a barbeque with your family and friends. Whatever your choice, you will leave the island with unforgettable memories.