
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.

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

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!

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.

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

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.

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.

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!

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.

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!

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

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.

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
House rentals with a pool

Sunshine House- Sarasota Pool Retreat

Sun Coast Oasis-Heated Pool-Pool Table-Arcade

Modern Home Heated Pool near Siesta & Downtown

Good Vibrations Home

Modern Luxe On Legacy Trail | Pool + Rooftop Deck

Beautiful Home Steps to Gulf w/ Pool, Spa & Views

Private Heated Pool Retreat for Two Families

Fun on Day Lane w/ Heated Pool
Condo rentals with a pool

Sunny 2nd-Floor Condo w/ Heated Pool | 1BR

The Beach Condo #107 Beachfront Full View

Island Time: Open Aug 30th-Sep 3rd, $250/nt+ Fees!

Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything

The Seashell Cottage with peaceful water views!

Cozy 2 bed/2.5 bath townhome

Beachfront Siesta Key | Gulf View + Private Beach

Comfy Siesta Key Condo
Other vacation rentals with a pool

Summer getaway near Siesta Key: Family Getaway

Bee Keepers Cottage

Paradise Villa- Sarasota

Sarasota Oasis/Pool/ HotTub

Casa Novus - A home for rest and renewal

Sarasota Paradise/Stunning Home/Heated Pool

The Siesta Key Retreat - An Island Garden Oasis!

Sunshine Manor | Saltwater Pool + Electric Bikes!
When is the best time to visit The Meadows?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 1,949 ZAR | R 2,094 ZAR | R 2,094 ZAR | R 1,353 ZAR | R 1,337 ZAR | R 1,241 ZAR | R 1,224 ZAR | R 1,192 ZAR | R 1,208 ZAR | R 1,128 ZAR | R 1,224 ZAR | R 1,273 ZAR |
| 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 |
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