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South Bradenton Rentals with Pools

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1,130 Houses in South Bradenton with pools

Home w/ Lanai & Pool - 7 Miles to Bradenton Beach!

South Bradenton house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 46 minutes

Match: Swimming pool

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Price per night from

$184

NEW! 'Bella Villa' - Bradenton Home w/ Pool Access

South Bradenton house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 21 minutes

Match: Swimming pool

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Price per night from

$114

NEW! Bright Bradenton Home w/ Games: 6 Mi to Beach

South Bradenton house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$155

Shorewalk Condo BK near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

South Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 27 minutes

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Price per night from

$125

NEW! Quiet Retreat w/ Hot Tub - Near Beach & Golf!

South Bradenton house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$90

NEW! Bright, Breezy Bradenton Home: 7 Mi to Beach!

South Bradenton house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 hours 46 minutes

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Price per night from

$236

Great rentals within 20 miles that match your search

Sarasota Villa

Sarasota villa

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$122

The Great (Sunshine and Sea) Escape

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 15 minutes

Match: Swimming pool

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Price per night from

$109

PALM'S HOUSE

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 35 minutes

Match: Swimming pool

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Price per night from

$288

Heritage Oaks

Heritage Oaks Golf and Country Club condo

2 bedrooms / 2 bathrooms / sleeps 5

Match: Swimming pool

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Price per night from

$96

TORTUGA BEACH CLUB, SIESTA KEY

Sarasota apartment

2 bedrooms / 2 bathrooms / sleeps 5

Match: Swimming pool

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Price per night from

$248

2 MINUTE WALK TO SIESTA BEACH!! (really) 1 MINUTE TO POOL. GREAT VALUE!!!

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 5

“Happy Customer” We had an amazing time. The owners were so nice & made us feel so welcomed. I couldnt have been happier with our stay & we look forward to staying there again soon when life slows back down. Highly recommend this home♡

Responds fast! avg. 1 hour 23 minutes

Match: Swimming pool

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Price per night from

$212

Lovely beachside villa

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$208

Condo on the Key

St. Petersburg apartment

2 bedrooms / 2 bathrooms / sleeps 3

“Immaculate” I had a wonderful stay at the condo in the key. Robin was easy to work with and always responsive. The condo was very clean and well stocked. If you are looking for a place where you can lay back and relax this is a nice condo. I loved that it's in a gated area.

Responds fast! avg. 37 minutes

Match: Swimming pool

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Price per night from

$138

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 5

Match: Swimming pool

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Price per night from

$125

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Siesta Key apartment

4 bedrooms / 4 bathrooms / sleeps 10

“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.

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Price per night from

$357

Timberwoods Vacation Villas Best Value in Sarasota

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

“Great place, great time.” We have stayed here many times. It meets our needs exactly and we can always depend on knowing exactly what to expect...

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Price per night from

$273

Cathy's Crescent Condos-Siesta Key, FL GULF FRONT

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great View” We stayed at Kathy’s condo during the 4th of July week. The Condo was great and the view was amazing. We enjoyed the fireworks display and easy access to the beach. We look forward to renting her condo again in the future.

Match: Swimming pool

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Price per night from

$256

Crystal Sands Unit 308 Siesta Key, Florida

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great Vacation Rental” We have been coming to Siesta Key for our Vacations for years... We have stayed at a number of Units at Crystal Sands, Crescent arms and El Presidente... Crystal Sands Unit 308 is one of the best Units we have stayed at... It has a great view of the Beach and Pool... You can watch the Sunsets and Moonsets right from the Lanai... The Unit is Roomy, Clean and had all the appliances, Dishes and Linens we needed... The Washer\Dryer in the Unit is very convenient... It has a New 60" Hdtv in the Living Room with an incredible picture... Jim left printed instructions for the Hdtv, Washer and Dryer which made it very easy to use the appliances in the Unit... We are looking forward to staying in Crystal Sands Unit 308 again for our next trip to Siesta Key...

Match: Swimming pool

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Price per night from

$271

Honeyfish, stunning views across Bimimi Bay!

Anna Maria Island villa

4 bedrooms / 4 bathrooms / sleeps 8

“Best rental on AMI” This is a classy place to stay. Situated toward the north end of the island at the extreme end of the cul-de-sac that is Tarpon Street, this property could not be better sited as a base to explore and enjoy Anna Maria Isand. Within a 4-5 minute bike ride are gulf side beaches, the Sandbar beach restaurant (have dinner watching the sun go down at a table with your toes in the sand while having great food), City Pier, Ginny & Jane's for breakfast, Beach Bums for all rentals needs (kayaks, paddleboards, Bikes etc.), the general store for food (check out their cuban sandwiches), beers and wines, as well as a host of boutique shops. The Rod n Reel Pier (my favourite) is a little further but has a great little bar and a restaurant that you have to try out. Draft Budweiser is $1.50 and comes in a plastic cup so you can take it outside to watch the fish swim under the pier and the pelicans dive for food. Honeyfish is a canal facing property at the end of Tarpon Street so no through traffic by car, bike or on foot. Very private. Not only is it canal facing - it has what has to be the best canal view possible with far reaching views over Bimini Bay rather than simply looking at another house over a canalway. The house is large, with 4 bedrooms and 4 bathrooms. Furnishings and fittings are of a very high standard and enhance the luxury feel of the place. Equipment such as televisions, sound systems, kitchen aids and washing facilities are all excellent. On arrival, the great room comprising kitchen, dining and living rooms seemed much larger than the photographs on the rental company website. Outside there is a large canal facing deck with ample seating. To the side is a large swimming pool which is screened in from view from the canal for privacy. If it gets a little hot at the beach, then head back to the house and jump in the pool to cool off for a while. From the dock or even from the sofas in the living room, watch the wildlife over Bimini Bay. Exotic birdlife, jumping fish and dolphins were all frequent visitors. This is a gem of a place. A truly relaxing environment in a quality setting. It may not be a cheap place to stay but I would recommend pushing the boat out. Having THAT view in THAT location made all the difference to our holiday. There are cheaper places to stay for sure but there is only one Honeyfish. You will not be disappointed. I would return in a heartbeat and would recommend it to anyone as an ideal vacation base on a wonderful holiday island.

Match: Swimming pool

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Price per night from

$414

A Paradise for Golfers and Tennis players

Bradenton apartment

3 bedrooms / 2 bathrooms / sleeps 6

“River strand condo” Been here 1 week and everything has been great. Owners are very helpful. River Strand has great golf, tennis, pools.

Match: Swimming pool

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Price per night from

$139

SHOREWALK VACATION VILLA

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$143

LUXURY WATERFRONT CONDO ON ISLA DEL SOL/St.Pete's

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 57 minutes

Match: Swimming pool

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Price per night from

$229

Pool & Hot Tub-Pine Bay Forest 3-Bedroom Condo, Near AMI Beaches 3 month min

Bradenton condo

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$107

Private, quiet, and very safe on 1 acre wooded lot just north of Lakewood Ranch

Bradenton house

3 bedrooms / 3 bathrooms / sleeps 3

Match: Swimming pool

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Price per night from

$166

*** Isla Del Sol Paradise ***

St. Pete Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$123

River Strand -Golf , Tennis, Sunsets and Beaches

Bradenton apartment

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$134

Sarasota Deluxe King Waterfront Suite

Sarasota condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 43 minutes

Match: Swimming pool

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Price per night from

$56

Newly Updated 3 Bedroom Pool Home - Close to Beach

Sarasota house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 27 minutes

Match: Swimming pool

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Price per night from

$143

Penthouse Condo At Riverstrand Golf & Country Club

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$77

Beach House on Anna Maria Island-Rental Openings

Holmes Beach villa

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$457

Immaculate Condo Exceptional Golf/Tennis Community

Bradenton apartment

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$75

Direct Beachfront 2 BR Condo on Florida’S Beautiful Gulf Coast!

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

“A trip to paradise.” From the breathtaking views of both the Gulf and the Bay to the wonderful, eclectic furnishings, this condo is everything one could hope for. It has great amenities for entertaining friends and every convenience you will need. The heated pool overlooks the Gulf and allows direct access to the beach and the elevator provides ease in getting up to the condo. This vacation was the most enjoyable I've ever experienced.

Responds fast! avg. 3 hours 20 minutes

Match: Swimming pool

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Price per night from

$383

Casa Calm: King Room, Yoga, Spa

Sarasota private room

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$136

Anthony Beach Cottages Bare Feet Retreat

Holmes Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

Match: Swimming pool

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Price per night from

$257

Anthony Beach Cottages Island Retreat

Holmes Beach house

4 bedrooms / 4 bathrooms / sleeps 8

“Family friendly” My family and I enjoyed our stay in Florida and we all loved being able to be under one roof again. My mothers dream was to take us 6 kids, now adults, to the ocean again. Also, she wanted her two new grand-sons to see the ocean fir the first time. Her dream was made reality staying at a beautiful beach house only 1 1/2 blocks from the beach. The beach access was beyond beautiful and as close to your own private beach, for at this time of year there was no crowding. The pool at the house was great for cooling off after a day at the beach and the pool room had several toys and floating devices for the kids to use. The house was fully stocked with towels for multiple days and the washer and dryer came in handy with babies around! The living room seating was great for a big family to gather around for late night discussions and the kitchen stocked with basic appliances for cooking and cleaning.The only thing that could have made the stay better, was a little comfier mattresses in the bedrooms. However the case, this beach house was a cherry on top to my family's short fall vacation to Florida!

Match: Swimming pool

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Price per night from

$343

Beach, Pool, Dining Steps Away! Ebb Tide #8

Siesta Key apartment

1 bedroom / 2 bathrooms / sleeps 4

“Wonderful vacation” We really liked the coziness of the condo. Everything you needed to hit the beach was there and everything you needed in the kitchen to make your meals was thought out too! We really loved the shower off the bedroom! Great shower heads . We would definitely come back

Responds fast! avg. 3 hours 3 minutes

Match: Swimming pool

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Price per night from

$195

River Strand Golf and Country Club Resort

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$229

Viewing 38 of 1,130
rentals in South Bradenton

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