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Anna Maria Holiday Rentals

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From
$1,286
Per Week
1 / 22
3 Bedrooms, 3 Bathrooms, Sleeps 6
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From
$276
Per Night
1 / 10
2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$230
Per Night
1 / 27
4 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$190
Per Night
1 / 16
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1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Tradewinds Resort on Anna Maria Island! Condo-cottage with Old Florida charm..... Welcome to paradise.....This cottage has Old Florida charm and is within a small resort, just steps from a beautiful private gulf beach. Drive into the Tradewinds Resort, and you will find quaint, pastel colored... View all property information
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5 of 5 stars Reviewed 6 June 2014
we have stayed twice at the tradewinds, Bradenton beach. the cottage is cozy and clean. any requests to the staff are taken care of quickly. the beach is across the street and...
5 of 5 stars Reviewed 10 April 2014
Lovely location between the bay and the gulf..nice private beach across the street with lounge chairs, towels, umbrellas gratis and all the "water toys" ( ie. Skidos, paddle...
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From
$178
Per Night
1 / 12
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • 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
Just relax at our picture-perfect Anna Maria Island, Key West style cottage, a charming and enchanted retreat poised between the glittering Gulf of Mexico and Sarasota Bay. Enjoy lazy days on the pristine private beach across the street or at the pool overlooking the bay where dolphins, manatees... View all property information
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From
$1,072
Per Week
1 / 21
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (7) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Bay Breeze, located at 402 20th Place North, is a lovely, two bedroom and two bath canal front home with a new large deck, boat dock and davits. It has undercover parking and a large screened lanai overlooking the natural canal. There is a gas grill on the new deck. This is a perfect home for... View all property information
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From
$208
Per Night
1 / 24
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (9) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Hot Tub
  • 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
RENOVATED HOUSE like new. Now with new mattresses and a new XBOX ONE WITH WITH KINETIK AND SOME GAMES! Use Video SKYPE at the XBOX ONE to call your friends! Beautiful Townhouse with beach and ocean view on Anna-Maria-Island, Florida. A few steps to the snow-white, fine coral sand. Crystal blue... View all property information
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5 of 5 stars Reviewed 11 September 2014
The house looks really great on the pictures. After a long flight I opened the front door and I feel really happy. It is absolutly gorgeous. The house is much, much better than on...
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From
$158
Per Night
1 / 47
Studio, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Private Outdoor...
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Beachfront studio located on Anna Maria Island, Florida in the town of Bradenton Beach. This 550 square foot condo sleeps 4 guests comfortably. Our resort, the Coquina Beach Club, has a heated pool, 150' of private beach frontage, daily beach and pool lounges and our 7 mile beach extends the... View all property information
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5 of 5 stars Reviewed 13 August 2014
My mom and I are both teachers and we needed a summer beach vacation. We are from Ohio so naturally we'd planned on driving to Myrtle Beach. We then started searching and decided...
5 of 5 stars Reviewed 7 August 2014
This was a very special vacation my family. The place was beautiful, beach was amazing and the time with family was priceless. The Condo was clean and I didn't need to bring...
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From
$110
Per Night
1 / 19
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
We all know Location! Location! Location! Just yards from the beach, Palm Cottage is a beautiful newly remodeled cottage located in Bradenton Beach and is just steps from the Gulf. This 1 bedroom unit offers a brand new, full size, fully equipped, kitchen with refrigerator, dishwasher, microwave,... View all property information
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4 of 5 stars Reviewed 31 July 2013
First of all, the listing is not accurate. States sleeps 8, with sleeper sofa in living room. There is NO sleeper sofa. We had 7 in our party, so we were given roll away beds...
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From
$123
Per Night
1 / 10
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Runawaybay Condo 2 BR / 2 BA, Heated Pool, Tennis Court, Pier Affordable condo 2br/2ba step away from beach, heated pool, tennis court, & fishing pier, WiFi Runaway Bay is a fabulous vacation resort located between the Gulf of Mexico and Sarasota Bay on beautiful Anna Maria Island, north of... View all property information
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From
$127
Per Night
1 / 52
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This is a beautifully renovated 2 UNIT 'Old Florida' style cottage......Great Views of the Beach & BAY..... JUST 100 FEET to the most stunning, sugar-sand beaches on the Gulf. 1 BR Beachside Unit sleeps 2-4.......2BR Bayside Unit sleeps 2-6. 2 Families? Grandparents traveling too? Rent the... View all property information
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From
$153
Per Night
1 / 6
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The Villas is a small, 5 unit complex with a pool located steps from downtown Bradenton Beach and the beautiful white sand beaches of Anna Maria Island. All the units are clean and tastefully decorated with new ceramic tile floors and appliances. The complex offers FOUR 1 bedroom, 1 bath units and... View all property information
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5 of 5 stars Reviewed 21 August 2014
Location is great right next to Cortez and a few steps to the beach and all the great restaurants. Nice and Clean and the bed is ok. The only negativ thing is that there is not a...
5 of 5 stars Reviewed 7 October 2012
A very short walk to the beach, but don't have to deal with traffic and noise. Close to places to eat and shop. Enjoy the private pool and grill outside the back door. Everything...
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From
$190
Per Night
1 / 9
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The Villas is a small, 5 unit complex with a pool located steps from downtown Bradenton Beach and the beautiful white sand beaches of Anna Maria Island. All the units are clean and tastefully decorated with new ceramic tile floors and appliances. The complex offers FOUR 1 bedroom, 1 bath units and... View all property information
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5 of 5 stars Reviewed 21 November 2014
I always look at reviews before renting...all were good. The pictures are current which is always a plus. The place is very convenient to the beach and a great restaurant which...
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From
$174
Per Night
1 / 22
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (46) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
If the dates you want are not available, please see the calendar in our other listing, the Lemon Cottage in Holmes Beach (p456143). Both homes are privately owned & managed, non-condo, residential houses in island residential neighborhoods. 'Old Florida charm' and 'a laid back vibe' best describe... View all property information
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5 of 5 stars Reviewed 30 October 2014
We absolutely loved Lime Cottage. Everything that you could need was provided for you. First of all, it was so nice to have the keyless entry. We all had our own code--no...
5 of 5 stars Reviewed 2 September 2014
A Lime Tree Cottage had everything we needed to enjoy Anna Marie Island and has a really nice homely feel. Chris (the owner) is extremely helpful and nothing is too much trouble...
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From
$136
Per Night
1 / 20
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (13) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Photos and Description of the Bradenton Beach vacation condo rental 2 bedrooms, 2 full bathrooms, sleeps 4 This condo is located on the second floor in Runaway Bay. Runaway Bay is a lovely vacation resort on beautiful grounds between the Gulf of Mexico and Sarasota Bay (north of Sarasota and... View all property information
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5 of 5 stars Reviewed 17 October 2014
This Condo has all you need and is so welcoming. Just a short distance and you are on a white sandy beach and the warm waters of the Gulf of Mexico. The location also has a great...
5 of 5 stars Reviewed 25 August 2014
This is such a great place for a vacation. My family of four couldn't have had better time! The location is ideal - steps from the beach, trolley stop to other beaches and...
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From
$131
Per Night
1 / 12
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • 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
Affordable comfort and convenience for your next Florida vacation. Unit 162 at Runaway Bay Resort gives you all the amenities that you need for a wonderfully relaxing vacation on beautiful Anna Maria Island. The fully furnished 2 bedroom, 2 bath condo includes free high speed wireless internet, a... View all property information
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5 of 5 stars Reviewed 13 August 2011
We had a wonderful time! This condo was exceptionally clean and had everything we could have wanted. It is a ground floor unit just a few steps from the pool, with a nice lawn and...
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From
$178
Per Night
1 / 28
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (144) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Internet Access
  • Private Fishing...
  • Safe
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This is a Direct Beach Front Studio Suite located at Shell Cove Condominiums, 2310 Gulf Drive North in Bradenton Beach on Anna Maria Island. A perfect, ideal vacation getaway for couples or singles. It is a quiet, small 12-unit complex with six-upper and six-lower individually owned condos. It is... View all property information
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5 of 5 stars Reviewed 19 November 2014
My wife and I just returned from a perfect five-night stay at Shell Cove #1. We rented the unit directly from Bob and he couldn't have been a better host. He met us right as...
5 of 5 stars Reviewed 6 November 2014
Anna Maria Island is a 'best kept secret' for quick get away Florida travelers and Shell Cove is positioned right in the middle of this vacation paradise. Not heavily...
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From
$2,199
Per Week
1 / 22
5 Bedrooms, 3 Bathrooms, Sleeps 14
Details Reviews (1) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Hideaway Cove is a bay front triplex located at 120 9th Street North in Bradenton Beach. This triplex features panoramic bay views of the Intracoastal Waterway and a spacious front yard facing the water. A swing is even provided to sit and enjoy the sunrises or just to relax and watch the boats go... View all property information
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From
$176
Per Night
1 / 15
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (24) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Pool
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Seagrass Flats Condo #4 is an upper level, gulf side unit located at 101 25th Street North in Bradenton Beach. It is a four unit complex located near one of the widest beaches on the island and features a heated pool and barbeque area. Immediately across from the beach, you can be on the sand in... View all property information
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5 of 5 stars Reviewed 23 October 2014
Even though the unit is across street from beach, still very close to the most beautiful sunsets which we could see from balcony. Unit very comfortably accommodated 4...
5 of 5 stars Reviewed 30 December 2013
We actually stayed in Unit 3 which was perfect for 4 adults. There is a pull out sofa but probably only good for a child. The check- in was very efficient and took about 3...
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From
$176
Per Night
1 / 15
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (12) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Seagrass Flats Condo #1 is a ground level, pool side unit located at 101 25th Street North in Bradenton Beach. It is a four unit complex located near one of the widest beaches on the island and features a heated pool and barbeque area. Immediately across from the beach, you can be on the sand in... View all property information
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5 of 5 stars Reviewed 20 August 2014
My wife my two kids and my Mon and my self, spend a few days at Seagrass flats #1 and we had a wonderful time at this condo the apartment was very constable and clean the pool was...
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From
$176
Per Night
1 / 14
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (24) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Beach House Resort #1, located at 1000 Gulf Drive in Bradenton Beach is in a gulf front complex with panoramic beach views. The white, sandy beach stretches for miles in either direction! There are numerous beach side chaise lounges to sit back and enjoy the sunsets or catch up on your reading.... View all property information
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4 of 5 stars Reviewed 26 July 2014
This condo has a great location and we had a great trip. There is a good restaurant and bar next door and some cool shops a few blocks away. It is right on the beach. It is a bit...
4 of 5 stars Reviewed 14 April 2014
Updated, clean and right on the beach. Great views from the screened porch and living room windows. Had everything we needed. Very nice interior. Negatives: this doesn't sleep...
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From
$1,630
Per Week
1 / 18
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Anna Maria Island Club #38, located at 2600 Gulf Drive in Bradenton Beach is a beautifully furnished and recently updated condo directly on the beautiful Gulf of Mexico. The view from this condo is breathtaking! Undercover parking, screened lanai and elevator complete the package. There is a large... View all property information
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From
$815
Per Week
1 / 16
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (15) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Sweet Escape is located at 111 4th Street South in Bradenton Beach. If you want to have the best of both worlds on Anna Maria Island, look no further. This beautiful beach cottage is located right in the middle of everything! It’s just three houses from either the beach or bay. Historical... View all property information
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4 of 5 stars Reviewed 10 December 2014
Really cute and great location.close to everything, the house has original hard wood floors and a ton of charm. We will. Surely book again.
2 of 5 stars Reviewed 5 February 2013
The cottage was cute and the location to the beach,shops and restaurants was great.The place itself left alot to be desired.The kitchen was poorly supplied,no space to put...
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From
$153
Per Night
1 / 17
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Garden
  • Housekeeping...
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Come and recapture the simple pleasures of life by experiencing the colors of "true island" living at it's best. Koi One Vacation Rentals offers a pallet of tropical hues. Lushly landscaped settings, gulf views, waterfalls and seabirds create a unique and charm-filled escape. Each apartment is... View all property information
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4 of 5 stars Reviewed 22 April 2014
Stayed with my family over Easter weekend and really enjoyed it. Melissa was very nice and helpful as we arrived late and she stayed to give us info. Don't expect perfection but...
4 of 5 stars Reviewed 20 March 2014
Beautiful little cottage, very clean and secure. I will be staying here again. It is close to very good eating establishments and all within walking distance. The beach right now...
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From
$1,654
Per Week
1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
2-bedroom/2-bath units directly on the Gulf of Mexico with its perfect snow-white beach. Large private terrace, views of the Gulf from both living/dining area and master bedroom. This is the perfect place to enjoy your vacation! Building has heated pool, Jacuzzi, covered parking, elevator and... View all property information
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From
$262
Per Night
1 / 19
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
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!! *** This is a 4 bedroom home with it's own private pool, open and spacious floor plan, marble counter tops throughout, views of the beach and bay and gorgeously decorated with top of the line amenities. Located on beautiful Anna... View all property information
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From
$141
Per Night
1 / 8
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
*** Ask about our specials running now through the end of the year!! *** This 2 bedroom 2 bath deluxe suite sleeps six. This unit offers a separate living room area, a full kitchen with a granite counter top with a full sized refrigerator, microwave, a stove with an oven and coffee maker. Each... View all property information
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From
$233
Per Night
1 / 23
6 Bedrooms, 3 Bathrooms, Sleeps 12
Details 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!! *** Beautiful Beach Cottage in perfect location Available separately or as a combination These totally updated adorable Cottages are perfect for one couple or a small family to enjoy or for a larger family to rent all three and... View all property information
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