Vacation rentals with a pool in The Meadows

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in The Meadows

  • Total vacation rentals

    Explore 50 vacation rentals in The Meadows

  • Nightly prices starting at

    The Meadows vacation rentals start at R 644 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 250 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of The Meadows vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across The Meadows rentals

  • 4.8 Average rating

    The Meadows stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in The Meadows

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

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Superhost
Home in Gulf Gate Estates
4.89 out of 5 average rating, 107 reviews

Beachy Cottage close to Siesta | 3 Bed | Huge Pool

Welcome to The Salty Unicorn, your cheerful Sarasota escape just five miles from Siesta Key Beach. This fully renovated 3-bedroom home is designed for relaxation and fun, with a bright open layout, stylish coastal décor, and plenty of space to gather with family or friends. Start your mornings with coffee by the pool, spend sunny afternoons swimming or lounging in the spacious backyard, and end the day with dinner in the screened lanai. Whether you’re here for beach days, family time, or a peace

Guest favorite
Townhouse in Sarasota
5.0 out of 5 average rating, 14 reviews

1 of A Kind 3/2 Heart of UTC/Benderson area!

1 of a kind 1600sqft 3/2 Miami Penthouse Style Luxury Townhome, fully custom renovated 2025, is just a 15 min walk to Sarasotas famous relocated Mote Marine Aquarium, Tiger Woods owned PopStroke mini golf and more. Or take a stroll out our private back gate around Nathan Benderson park rowing lake/nature trail. Across from Benderson is the new UTC Mall offering 100+ places to shop. Hungry/thirsty, try Yard House, Fords Garage, Ruth's Chris, Carrabbas, Linksters, Bonefish, Blaze and dozens more!

Top guest favorite
A cozy living area features a light blue wall, with a comfortable white sofa arranged around a neutral-toned rug. In the foreground, a wooden dining table with four chairs provides seating. Natural light enters through a doorway that leads to an outdoor space.
Guesthouse in Bradenton
4.98 out of 5 average rating, 103 reviews

Serenity Lake

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

Guest favorite
An outdoor area features a heated pool surrounded by a spacious deck. Lounge chairs are positioned nearby for relaxation, and a dining set offers seating for outdoor meals. A screened enclosure provides protection from insects while allowing natural light to filter through.
Home in Sarasota
4.91 out of 5 average rating, 138 reviews

Heated 3BR Pool Home Glen Oaks | Close to Downtown

Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 minutes from top attractions, dining, and shopping, Downton Sarasota and just a short drive to the world-famous Siesta Beach or Lido Beach. This private home features its own entrance, a heated pool, and a fully fenced backyard—ideal for families and added privacy. We’re pet-friendly too! Comfortable, central, and close to everything—perfect for your Sarasota getaway VR24-00164

Top guest favorite
The spacious living area features a comfortable couch adorned with patterned pillows, a wooden coffee table, and colorful rugs. Natural light floods in through large windows, and an open layout connects to the dining area and kitchen, which is visible in the background.
Home in Sarasota
4.98 out of 5 average rating, 132 reviews

Sunshine House, near Downtown, Legacy Trail, Beach

Great location! This is a family friendly home, close to downtown and beaches, with a pool, fenced yard, and a large, screened porch for lounging and having meals outside. Close to all the great things Sarasota has to offer- museums, gardens, theaters, shopping, Sarasota Bay, and beaches. The house is 1.5 miles from downtown, 10 min to St. Armands, 15 min to Lido Beach, and about 20 min Siesta Key Beach. One dog considered with a fee. Children must be supervised at all times in the pool area.

Top guest favorite
Home in Arlington Park
5.0 out of 5 average rating, 115 reviews

The Blessing House- Htd Pool/Spa, Close to Beaches

Welcome to The Blessing House, a beautifully curated Sarasota retreat designed for relaxation, comfort, inspiration, and quality time together. Enjoy a heated pool & spa, lush lanai, bright designer interiors, and a peaceful residential setting just 15 minutes from Siesta Key, Lido Key, and downtown Sarasota. Thoughtfully maintained and enjoyed by our family throughout the year, this home is ideal for couples, families, and discerning travelers seeking a restful and memorable getaway.

Top guest favorite
A covered patio area features modern wicker furniture with white cushions, positioned around a glass coffee table. The inviting space overlooks a pristine pool, surrounded by a protective screen. Lush greenery is visible in the background, enhancing the tranquil setting.
Home in Sarasota
4.96 out of 5 average rating, 147 reviews

Luxury Pool Family Paradise-Siesta Key Beach/DT

Welcome to your home away from home! This renovated, spacious and bright pool home will immerse you into a luxurious experience the minute you arrive. Located on a lush quiet street, yet close to all of Sarasota's best attractions! Close to Siesta Key Beach (#1 beach in USA), 10 minutes to downtown including fantastic restaurants and shopping and walking distance to the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake park and The new UTC mall!

Top guest favorite
Home in Sarasota
5.0 out of 5 average rating, 15 reviews

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"

Welcome to Palm Noir, a brand-new modern luxury retreat in Sarasota just 12 minutes from Siesta Key Beach and 9 minutes from Downtown. This stunning pool home features soaring ceilings, impact windows and doors, designer finishes, luxury furnishings, bright open living spaces, and a private heated pool with spa. Enjoy premium bedding, fresh towels, a fully equipped kitchen, outdoor dining, lounge seating, and everything needed for the perfect family vacation or group getaway.

Top guest favorite
A caged outdoor space features a heated saltwater pool, surrounded by a spacious deck. Sun loungers are positioned nearby, and a covered area for dining is visible in the background. Lush greenery adds a touch of nature to the setting.
Home in Sarasota
4.86 out of 5 average rating, 192 reviews

Beaches, Shopping, Sculling-Sarasota is calling!

Escape to this 3BR, 2BA Sarasota retreat in a quiet neighborhood, just minutes from UTC Mall, Nathan Benderson Park, and a short drive to award-winning beaches. Sleeps 6 comfortably with a bright open layout, fully equipped kitchen, and cozy living spaces. The highlight is the private heated saltwater pool, perfect for relaxing after a day of shopping, dining, or beach adventures. Your Sarasota getaway starts here!

Top guest favorite
A serene outdoor space is highlighted by a heated saltwater pool and a six-person spa. Comfortable lounge chairs line the pool area, and an outdoor grill is situated nearby. The setting is complemented by a vibrant sunset, enhancing the tranquil atmosphere.
Home in Sarasota
5.0 out of 5 average rating, 105 reviews

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near downtown Sarasota, Siesta Key, Lido Key beaches, and St. Armand’s Circle, it features a full kitchen, 3 king bedrooms, 3 full bathrooms, outdoor dining, high speed internet, a 75” outdoor TV, fire pit, and EV charger. Pet-friendly with a fenced yard, pet crate, bowls & treats. License # VR24-00208

Superhost
Home in The Meadows
5.0 out of 5 average rating, 5 reviews

Precise Realty presents The Meadows Estate Retreat

Spacious 4BR/4.5BA golf retreat located in The Highlands Golf Community. Features include a private guest wing with en-suite baths, gourmet kitchen, multiple living areas, resort-style pool, outdoor kitchen, and expansive outdoor dining space. Just steps from The Highlands Championship Golf Course, this private vacation home is perfect for golfers, families, and groups seeking a relaxing Florida getaway.

Top guest favorite
Home in Sarasota
4.98 out of 5 average rating, 127 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

Popular amenities for The Meadows rentals with a pool

When is the best time to visit The Meadows?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 1,949 ZARR 2,094 ZARR 2,094 ZARR 1,353 ZARR 1,337 ZARR 1,241 ZARR 1,224 ZARR 1,192 ZARR 1,208 ZARR 1,128 ZARR 1,224 ZARR 1,273 ZAR
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C