Holiday rentals with a pool in West Bradenton

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Top-rated rentals with a pool in West Bradenton

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Home in Bradenton

4.87 out of 5 average rating, 205 reviews

Sunny Oasis Near Beaches With Pool

Shore's Oasis is minutes to Anna Maria Island and the gulf beaches. Our modern beach-style home features a lovely pool, barbecue area, porches, comfortable furnishings and fun decor. We are located close to the Cortez Fishing Village, restaurants, shopping, live music, rental shops, tours and Florida fun! As Bradenton, Florida natives we are happy to guide you towards a unique experience in our local community so that you don't miss a thing while you are visiting. Safe travels and see you soon!

19–26 Aug

$339 NZD per night

Guest favourite

Home in Bradenton

4.97 out of 5 average rating, 38 reviews

NEW! Relaxing Cottage Near Anna Marie Island

Relax and enjoy easy access to everything from this centrally located home. Located in an RV resort just 3 miles from Sarasota airport and 6.5 miles from Anna Maria Island, you will enjoy some of the most beautiful beaches and sunsets on the gulf! Conveniently located between St. Pete and Siesta Key. This kid friendly community offers: a swimming pool, pickle ball court, shuffle board, horseshoes and a fitness center just steps away from the home’s front door. Cot & crib available if needed!

1–8 Sep

$260 NZD per night

Guest favourite

Guesthouse in Bradenton

4.83 out of 5 average rating, 46 reviews

Newly Remodeled PRIVATE Guest House With Pool

This Private stylish 1 bed 1 bath guest home is the perfect location for a couples island escape. Only 8 miles from Anna Maria Island’s pristine and relaxing beaches! Spend the day at the beach and then come home to a dip in the NEW pool in your backyard! Enjoy cooking a meal in your private newly remodeled kitchen! This rental features a spacious bedroom with queen bed and big walk-in closet space, open layout newly remodeled kitchen/ living room space with smart TV, and a Spacious bathroom!

19–26 May

$247 NZD per night

Guest favourite

Tiny home in Bradenton

4.95 out of 5 average rating, 308 reviews

Tiny Carriage House-Pool, Riverwalk, Downtown

In the historic district of Bradenton's riverside downtown the 2nd story 1898 Carriage House Retreat is an intimate 1room studio for a romantic weekend, a friends' getaway or business travelers. Fully renovated with every modern amenity, yet preserving its antiquity, it nestles behind our 1898 Queen Anne Victorian where we live. Where the horse and buggy would have been kept, the Carriage House sits with it's own private driveway & within steps of downtown's eateries, pubs, shopping & more!

23–30 Nov

$332 NZD per night

Guest favourite

Home in Palmetto

4.98 out of 5 average rating, 135 reviews

Coastal Paradise w/heated pool, clean and comfy

Your comfortable home away from home. Centrally located to anything you want. Feel the Florida tropical feel here in your private resort style pool patio area. Nestled in palm trees you will feel relaxed. Enter your personal entrance to the stairway to your private upstairs retreat with 1300 sq ft of private Florida living. We take pride in being Superhosts and giving you the service you deserve. Please read more about our cozy home to see if it's a good destination for you and your group.

7–14 Aug

$365 NZD per night

Guest favourite

Home in Bradenton

5.0 out of 5 average rating, 27 reviews

The Sea Hut

Updated stylish townhouse. Great amenities include, resort style pool, basketball and tennis courts, playground, and sports field with picnic tables. Within 15-30 minutes from white powdery sand beaches including Siesta Key and Bradenton beach. Beach towels, chairs and beach/pool toys are provided for your enjoyment. Close to some of the best shopping locations including UTC mall and tons of amazing restaurants and bars. Theme/amusement parks are approximately 30 minutes to an hour drive.

10–17 Aug

$266 NZD per night

Guest favourite

Home in Bradenton

5.0 out of 5 average rating, 7 reviews

Great Times & Tan Lines

Make memories in your gorgeous waterfront townhome with 2 bedrooms and 1 ½ baths. An intimate community with 20 units ideally located 3 miles from the laid-back beach life of Anna Maria Island or 4 miles from the energy of downtown Bradenton and Manatee Riverwalk. Walk to Palma Sola Causeway Park and boat ramp where you rent paddle boards, jet skis, kayaks, plus horseback riding in the water. Relax at home, fish off the dock or watch for visiting manatees and stingrays.

25 Aug – 1 Sep

$243 NZD per night

Guest favourite

Condo in Bradenton

4.98 out of 5 average rating, 103 reviews

The Seabreeze Cottage with peaceful water views

Welcome to my newly renovated townhouse! The Seabreeze Cottage is a two bedroom, 1.5 bath, colorfully decorated townhouse with a fun beachy vibe! It has beautiful and peaceful water views of the lake. It’s within 30 minutes of the Gulf Coast’s best beaches, including Anna Maria Island, Longboat Key, and Siesta Key. Only ten miles from Sarasota airport (SRQ) and about one hour from Tampa airport (TPA). It’s just 7 miles or 15 min from the world renowned IMG Academy.

5–12 Sep

$397 NZD per night

Guest favourite

Home in Bradenton

4.91 out of 5 average rating, 328 reviews

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

2–9 Apr

$645 NZD per night

Guest favourite

Condo in Bradenton

4.97 out of 5 average rating, 149 reviews

Shorewalk full condo AnnaMaria Beaches IMG

1174 sqft Shorewalk condo with 2-bedroom, 2 bath , kitchen and living room unit on desirable ground level with a beautiful lake view Within very short walking distance to grocery ,movies, shopping and dining, This condo is about 9 miles from Sarasota airport and about 13 miles from downtown Sarasota, about 6.8miles from the Bradenton Beach , about 10 miles from Anna Maria Island Less than 1 mile to the big gate of the IMG academy

19–26 Oct

$311 NZD per night

Guest favourite

Guest suite in Bradenton

5.0 out of 5 average rating, 187 reviews

Off Anna Maria Island ~10min to beach w/salt pool

Stay close to the beach and like a local at Off Anna Maria, a cozy, private guest suite attached to our home with separate entrance, saltwater pool, and shaded outdoor patio. Located ~10 mins from Anna Maria Island, 45 mins from Siesta Key, 1 hr from Tampa in a quiet suburban neighborhood. Your interior space is completely separate from ours. The pool and patio are shared with us. *Travel time estimates depend on traffic.

17–24 Jul

$212 NZD per night

Guest favourite

Home in Bradenton

5.0 out of 5 average rating, 6 reviews

Gorgeous Peaceful Cottage

Welcome to sunny Sabal Key, Bradenton region! You will be staying in a beautiful cottage located near several of the Gulf Beaches as well as Sarasota (SRQ) airport. The townhouse has a full kitchen with all the utensils, pots, and pan you need to cook, as well as a mini electric oven, microwave and a coffee maker. Grocery shops, Walmart and restaurants, bank, and gas stations are just a mile away.

13–20 Jun

$302 NZD per night