
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.

Waterfront+Pool+Putting Green+Beach Gear! 2BR/2BA
• Perfect for couples, families, or remote work escapes • Unwind by the water • Fish from dock • Well equipped kitchen (no food items) • Starter supplies: coffee, tea, paper goods & toiletries • 2 bd / 2 ba • Selfie Wall • Keyless Entry • Pool • Putting Green *Tap the 🖤 in the corner to save this listing and find it faster later* • 10 miles to beach, *Award Winning Ana Maria Island • 7 miles to IMG Academy • 11 miles to SRQ Airport • 2 miles from Pittsburgh Pirates Training Camp

Waterfront Bungalow• Dock•Heated Swim Spa•Near AMI
Watch for dolphins and manatees from your private dock and unwind under the stars in the heated swim spa. This peaceful waterfront bungalow near Anna Maria Island is a five-star favorite; perfect for couples or families craving calm, comfort, and coastal charm. Enjoy direct water access for boating or paddling, stunning bayou views, and quick access to beaches, shops, and dining. 🚤 Bring your boat or jet skis • 🌴 5 min to Robinson Preserve • 🏖️ 10 min to AMI • 📶 Fast Wi-Fi | Smart TV

Near AMI Beaches*Heated Pool/Spa*2 Kings*Backyard
Off the Florida Keys, there's a place called Kokomo, that's where you wanna go to get away from it all...Relax with the whole family at Kokomo House! Bask in a lush, one-of-a-kind backyard with a HEATED pool/hot tub, outdoor dining, fire pit, lounge chairs, & hammock. Play bocce ball, cornhole, foosball, darts, board games, Ms Pacman or on the slackline swingset. 6 miles from Anna Maria Island, 5 miles from IMG, & 4.5 mi from LECOM Park and ½ mi from Manatee River boat ramp.

Tropical Oasis - Private Pool - Close Beaches
Enjoy a tropical Paradise with private pool. Beautiful palms and an over-sized private pool. This beautiful pool home is only a short drive to Anna Maria Island. Floridas most beautiful white beaches on the Gulf Coast. Pool heating available. Huge master bedroom with attached full bath and access to the pool area. Free high speed WIFI. Smart TV in living room queen room. 2 parking spaces. Convenient to beach bars, golf, shopping. 25 Min. Sarasota and 45 Min. Tampa Airport.

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI
Beautifully renovated 5 bedroom home. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with string lights and heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

Luxe Escape: Fire Pit, Pool, Golf near AMI & IMG
Searching for the ultimate family beach getaway? 🌊☀️ Look no further than Riverview Retreat — your dream summer escape! 🏠 5 Bedrooms | 3.5 Bathrooms | Sleeps 18 💦 Heated Pool + Outdoor Lounge 🏖️ Just Minutes from Sandy Beaches 🍽️ Gourmet Grilling & Alfresco Dining 🎯 Indoor/Outdoor Games for All Ages 🐾 Pet-Friendly — Bring the whole family! Pack your swimsuits, bring your loved ones, and get ready for endless sunshine, fun, and memories at Riverview Retreat!

Tipsy Flamingo | POOL • HOT TUB • FIRE PIT • GAMES
Dive into the curious home of Tipsy Flamingo. The tropical fever dream you didn’t know you needed! Stay in a historic home bursting with fluorescent colors, a pink-tastic Flamingo Suite, a wild Jungle Room, and a chill coastal Surf Den. Outside, swing under the pergola, battle it out in giant chess, soak in the hot tub, lounge by the fire pit, and float in the sparkling pool on your honorary pink flamingo throne. Pure fun, pure vibes, pure madness! 🦩

Luxury 3/3 Margaritaville Resort
Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

Private Heated Pool, Turfed Putting Green Retreat
Imagine life in a tropical oasis-surrounded by palms trees, turfed lawn and putting green while enjoying the Florida sun relaxing your private saltwater heated pool with extended sun shelf. This 3 bedroom/2 bath 1940s bungalow is a great place to relax and unwind with your own resort style backyard. The fully equipped home, located between downtown Bradenton and Anna Maria Island offers fun in every direction. We guarantee you'll want to stay awhile!

Relaxing 3BR Retreat+ Hot Tub + Pool +Beaches +IMG
🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

Palm Retreat Gold: Luxury Edition of #1 Rental
High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

Sweet Retreat at Shorewalk!
Bring the whole family to this great place with lots of room for fun. A spacious 2 bedroom, 2 bathroom condo on the second floor, newly renovated and fully equipped, is within walking distance of supermarkets, restaurants, the cinema, and bowling. Whether you are a single family on vacation, a couple enjoying a weekend getaway, or a sports team in training, we have you covered. Stay with us and enjoy all the comforts of home!
Popular amenities for West Bradenton rentals with a pool
House rentals with a pool

NEW saltwater pool/spa! Amazing outdoor space!

FUN! - 12 min to Beach, 10 min to IMG, Heated Pool

Private Backyard + Heated Pool + Luxury Boho Style

Gone Coastal - private heated pool near AMI/beach

Heatd Pool + PuttPutt + Close2IMG + Tropical Oasis

NO FEES | Heated Pool | Game Room | Sleeps14 | BBQ

Salt Pool & Hot Tub (w/heat)+ Game Room+ Big Yard

Sunrise Villa - Tropical 3 bedroom home with pool
Apartment rentals with a pool

Palms Villa: Cozy & Minutes from Anna Maria Island

Shorewalk upgraded condo upstairs unit 4415

A&A's Paradise near IMG & Anna Maria beaches

Sunset and beach view from your balcony Unit 403

Cozy 2 bed/2.5 bath townhome

Spectacular beach to bay views from this resort.

Steps to the beach! Updated Condo at The Terrace

Oceanfront Open Today Early Arrival $95/nt+Fees!
Other holiday rentals with a pool

New! Luxurious Retreat w/ Resort Amenities by AMI!

Modern 3BR Retreat + Anna Maria Beaches + IMG!

Charming Bungalow w/ Pool; Minutes to Beaches

4BR Private Resort Oasis-Heated Pool -Min to Beach

Grotto Pool Retreat | 3BR Home Near IMG & Beaches

NEW! Private Splash Pad, Pickleball, Pool, Hot Tub

GoldenVibes/BBQ/Pool/4BD/3BA/GameRoom/Minigolf/Pet

NEW Pickleball | Pool | Playset | 7 min to AMI
When is the best time to visit West Bradenton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 199 | € 266 | € 292 | € 241 | € 204 | € 217 | € 226 | € 188 | € 176 | € 185 | € 206 | € 202 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about holiday rentals with a pool in West Bradenton

Total holiday rentals
Explore 110 holiday rentals in West Bradenton

Nightly prices starting at
West Bradenton holiday rentals start at € 60 per night before taxes and fees

Verified guest reviews
Over 4,500 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
110 of West Bradenton holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across West Bradenton rentals

4.8 Average rating
West Bradenton stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with pools Manatee County
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- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
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- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
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- Dunedin Beach
- Caspersen Beach
- Coquina Beach
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