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Holiday Homes and Apartments Holmes Beach, FL

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From
$140
Per Night
1 / 9
1 Bedroom, 1 Bathroom, Sleeps 2
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$114
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1 / 14
3 Bedrooms, 2 Bathrooms, Sleeps 7
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$245
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1 / 30
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2 Bedrooms, 1 Bathroom, Sleeps 6
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$245
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
  • Balcony
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  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
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  • 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
$192
Per Night
1 / 19
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details 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
$205
Per Night
1 / 30
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy a magical sunset in this well maintained Gulf of Mexico DIRECT beachfront Condo... Perfect get away condo. The large heated pool and nestled right in the sands of the Gulf of Mexico beaches. Enjoy a sunset right on your direct gulf front enclosed lanai. This unit accepts a one month stay... View all property information
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From
$236
Per Night
1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
$153
Per Night
1 / 16
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (23) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Pool
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
Anna Maria Beach Place #6, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches and the emerald green water of the Gulf of... View all property information
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4 of 5 stars Reviewed 24 July 2014
We loved the condo. It was a great location in relation to the beach. Almost beachfront! Only issue was the ac. I like being hot by the pool and on the beach but when it comes...
4 of 5 stars Reviewed 6 September 2013
Each unit in this condo is individually owned and available for rent. The property managers were so easy to work with. The place is across the street from the beach, not directly...
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From
$118
Per Night
1 / 25
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
$245
Per Night
1 / 24
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This vacation rental has been completely refurbished, with tile floors and ceiling fans throughout and a beautiful heated pool. Centrally located on Anna Maria Island, Twin Villa is a short two block walk to the beach. The well-appointed kitchen is equipped with a vegetable sink, stainless... View all property information
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3 of 5 stars Reviewed 21 September 2014
The unit itself was great. The furnishings were top drawer. However, when we arrived, the cleaning crew was still there even though it was check in time. The sheets were never...
5 of 5 stars Reviewed 6 August 2014
We had a great experience at this property on Anna Maria Island. A local friend connected us with the staff at Vacation Cottages, who manages this and other properties. This...
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From
$1,838
Per Week
1 / 18
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Details 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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From
$210
Per Night
1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Once you open the door to this Gulf View, you will begin to relax. Restful and soothing beach colors throughout this two-bedroom, two-bath condo will encourage you to have a fabulous vacation on Anna Maria Island. The breathtaking view of the sparkling water through floor to ceiling windows in the... View all property information
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From
$147
Per Night
1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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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
$1,758
Per Week
1 / 22
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (14) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
Waters Edge Condo 210S is a gorgeous two bedroom, two bath direct Gulf front unit, located at 5806 Gulf Drive in Holmes Beach. This much sought after complex features an elevator, heated pool, tennis court and a beach that is unparalleled. The open balcony is directly on the beach and will provide... View all property information
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3 of 5 stars Reviewed 5 January 2013
You can not beat the view. We rented over New Years.Had guests and we were a little embarrassed. Place needs paint, all new utensils, dishes, towels, bedding comforters/ sheets...
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From
$105
Per Night
1 / 17
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Elevated Holmes Beach vacation rental home on the corner of Gulf and 78th is just an ear shot from the Gulf of Mexico. The extra large lot home is a large 2 bedroom with den and loft - lots of room for the family! The home's designer architecture is open and airy with high cathedral ceilings.... View all property information
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3 of 5 stars Reviewed 24 November 2014
One block to the fabulous beach and a free trolley stop just across the road to explore the rest of this fantastic island. Good updated kitchen with stainless steel appliances...
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From
$165
Per Night
1 / 13
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1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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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From
$240
Per Night
1 / 27
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (1) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Bimini Bay 4807 2nd Ave. Holmes Beach, Fl. 34217 Because you deserve the best: Bimini Bay is that stunning Island style 4 bedrooms, 3.5 baths, private luxury vacation home you have been dreaming of. Outfitted with beautiful and high end tropical furnishings and open living space, it is perfect... View all property information
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4 of 5 stars Reviewed 16 June 2014
We stayed at Bimini Bay on 2nd Avenue in mid May for 2 weeks. We were not disappointed. We were a party of 3 couples. The master suites with en-suites were delightful and the...
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From
$184
Per Night
1 / 19
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
Details 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
$221
Per Night
1 / 34
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • 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
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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From
$342
Per Night
1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
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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From
$441
Per Night
1 / 21
3 Bedrooms, 4 Bathrooms, Sleeps 6
Booking
Details 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
$196
Per Night
1 / 20
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
  • x
  • ?
  • 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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From
$221
Per Night
1 / 34
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • 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
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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From
$202
Per Night
1 / 20
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details 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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From
$163
Per Night
1 / 16
2 Bedrooms, 3 Bathrooms, Sleeps 4
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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
$332
Per Night
1 / 20
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (76) Make Enquiry
Amenities & Details
  • 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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From
$208
Per Night
1 / 8
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to Yellowfin Cottage 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 Yellowfin Cottage side includes a private heated pool (not shared), hot/cold outdoor shower,... View all property information
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5 of 5 stars Reviewed 1 August 2014
Anna Maria is our favorite place to escape for a beach trip, and I'm so glad we found Lizzie Lu's because their properties are top notch. The duplex we stayed in was recently...
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From
$146
Per Night
1 / 14
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
** VACATION YOUR WAY - this property offers flexible ARRIVAL AND DEPARTURE dates ** Brand NEW Rates for 2012. Check out our standard rates which are low, low, low. Fantastic Island triplex located at 104 B 29th Street, Holmes Beach, Anna Maria Island, FL -- (1) Bed: (1) Bath: Accommodates up to... View all property information
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From
$105
Per Night
1 / 8
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details 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
$184
Per Night
1 / 12
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2 Bedrooms, 1 Bathroom, Sleeps 6
Booking
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Amenities & Details
  • 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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From
$153
Per Night
1 / 25
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (11) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Island Paradise!! 3208 6th Avenue at Palm Isle Village in Holmes Beach, FL - 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... View all property information
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From
$192
Per Night
1 / 20
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy this beautifully furnished and renovated direct Gulf front vacation rental condo with a heated pool beachside. This spacious two bedroom, two bath corner end unit is perfect for your vacation enjoyment. The living room features nice comfortable furniture to sit around and relax after a... View all property information
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4 of 5 stars Reviewed 27 August 2012
The unit was well kept and quiet and the property management company was very helpful. Great to have beach chairs, umbrella, beach towels, etc. available, even though it was not...
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From
$245
Per Night
1 / 27
3 Bedrooms, 8 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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About this property
Newer three bedroom, three and a half bath vacation beach townhome on beautiful Anna Maria Island. Enjoy a huge master bedroom with a Jacuzzi tub and separate shower. There is also a door to a bathroom that allows you to walk from the pool area through the shower for easy rinsing off and then... View all property information
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From
$191
Per Night
1 / 20
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • x
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  • Wheelchair access
  • Elder access
  • x
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About this property
Key Largo Cottage 315 62nd St. Holmes Beach, Fl. 34217 Step into Key Largo Cottage and feel the sun-drenched, tropical ambience. This newly-constructed cottage has a heated pool complete with swim-up table and waterfall surrounded by lush foliage which creates a private backyard oasis. The... View all property information
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5 of 5 stars Reviewed 23 July 2014
Anna Maria Island is our new destination. Great place for families traveling with kids of all ages. House was in a great location. Easy 5 min walk to the beach made even easier...
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From
$205
Per Night
1 / 15
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Grill
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • x
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  • Wheelchair access
  • Elder access
  • x
About this property
Brand new with a beautifully landscaped backyard, Heated pool, paver deck, and just a block to the beach. Full kitchen with Corian countertops and Stainless Steel appliances. Sleeps up to 6 people. 868 Sq. Ft. 7805B Gulf Drive, Holmes Beach Two Bedroom/Two Bath Villa With private HEATED pool!... View all property information
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From
$1,225
Per Week
1 / 12
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
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  • x
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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From
$276
Per Night
1 / 10
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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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
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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
$214
Per Night
1 / 12
2 Bedrooms, 1 Bathroom, Sleeps 5
Booking
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Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to the Starfish 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 Starfish Shack side includes a private heated pool (not shared), hot/cold outdoor shower, lush... View all property information
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5 of 5 stars Reviewed 23 September 2014
The use of the mobile app prior to attending was a godsend, very useful and informative. The apartment was spotless and fulfilled our needs exactly. The description was wholly...
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From
$1,195
Per Week
1 / 6
2 Bedrooms, 1 Bathroom, Sleeps 7
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • 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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From
$131
Per Night
1 / 10
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 2
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Amenities & Details
  • Dishwasher
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
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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
$315
Per Night
1 / 15
2 Bedrooms, 7 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
Gulf Front - Hidden Cove Unit #1 is a luxurious DIRECT GULF FRONT 2 bedroom, 2.5 bath vacation rental townhouse. Unbelievable open air deck that lets you relax and listen to nature on the Gulf Coast. This beach rental is just a few short steps to the Gulf from the unique condo deck that leads... View all property information
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From
$221
Per Night
1 / 53
Payment Protection
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
  • ?
  • 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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From
$189
Per Night
1 / 23
3 Bedrooms, 7 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Bonus - this home is equipped with a few items for the littlest member of your family - a porta-crib, highchair and safety gate are all there for your use, as well as a stroller! So much better than hotel living in this Anna Maria Island rental home. Sounds like a fabulous vacation - reserve your... View all property information
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From
$184
Per Night
1 / 21
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
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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5 of 5 stars Reviewed 11 August 2014
What can one say about the Coconuts Resort on Holmes Beach, FL. Well we have spent two months of every year for ten years there and expect to do so in 2015. They are a friendly...
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From
$105
Per Night
1 / 14
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Fountainhead Condo #5 is just a few steps from the beautiful beaches and azure blue water of the Gulf. This vacation rental is beautifully furnished and well equipped for your enjoyment. This two bedroom, two bath beach rental will sleep six with a queen size bed in one bedroom, two twin beds in... View all property information
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From
$135
Per Night
1 / 16
2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Ground level duplex directly on the white sandy beach at Holmes Beach on Anna Maria Island - what a find! This pretty beach cottage is newer throughout. The living room is cozy but well equipped with a flat screen TV and comfortable furnishings. The brand new kitchen offers all new appliances,... View all property information
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From
$435
Per Night
1 / 28
5 Bedrooms, 8 Bathrooms, Sleeps 12
Details Reviews (3) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
BRAND NEW Custom-built Island Home located at 111 81st Street, Holmes Beach, Anna Maria Island, FL -- (5) Bed: (3.5) Bath Accommodates up to (12) people: 4 Kings, 2 Twin Sleeper Sofas, 1 Sleeper Sofa. Internet - Wireless: No smoking: Pets considered. Fantastic private custom-built vacation... View all property information
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From
$135
Per Night
1 / 17
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Professionally decorated with a comfortable island flavor, this new villa offers everything you'll desire for a truly memorable vacation! The location of this villa is centered directly in the middle of Anna Maria Island offering you an excellent location for your vacation stay. The villa... View all property information
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From
$140
Per Night
1 / 15
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (8) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Perfect for families - the kids will LOVE the bunk beds in the guest room! 3204 6th Avenue at Palm Isle Village in Holmes Beach, FL - Anna Maria Island's NEWEST and finest condominium complex offers several fabulous holiday villas all designer decorated and with floor plans maximizing water views.... View all property information
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From
$2,573
Per Week
1 / 13
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • 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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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.