
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 650 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.

The Animal House
Relax with the whole family at this peaceful place to stay. Fun animal themed, totally remodeled upstairs apartment with one bedroom and kitchen. Private entrance and on driveway parking. Private screened lanai upstairs with outdoor dining and room for family games or entertaining. Access to the pool and lanai (newly renovated), fire pit, treehouse, swing and your own gas grill for guest use. Spacious back yard on a cul-de-sac. Close to shopping, dining, beaches, the airport and the interstate.
FamilyValueWalkability

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!
LocationFamilyWalkability

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.
ValueLocationCheck-in

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.
FamilyValueBathroom

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
FamilyValueOutdoor spaces

Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta
BRAND NEW home centrally located in the highly sought-after neighborhood of Arlington Park 2 miles to downtown. Coastal Luxe is a 2 story single family home with an open floor plan with bright, warm and inviting areas for gathering, entertaining, & relaxation. Every room in the house thoughtfully designed for your comfort & enjoyment. Perfect for your large group of friends & family!. Pool & Spa, Outdoor kitchen equipped with gas grill & smoker Enjoy your own mini golf experience with 4 holes
ValueLocationLong stay

Summer getaway near Siesta Key: Family Getaway
Discover your family getaway at this stylish 2-bedroom, 2.5-bath condo in the heart of Sarasota. Perfectly located just minutes from beautiful beaches, shopping, and dining, this modern home offers a serene atmosphere for relaxation. Enjoy a fully equipped kitchen, cozy living space, and all the essential amenities for a comfortable stay. Ideal for families seeking both tranquility and convenience, your oasis at Sienna Park awaits. Book now and create unforgettable memories in sunny Sarasota!
LocationAccuracyKitchen

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.
ValueLocationCleanliness

Modern, Bright Downtown SRQ A-Frame West of Trail
Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 beds & 3 baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack. VR24-00157
ValueLocationIndoor spaces

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!
LocationFamilyLayout

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!
FamilyLocationHospitality

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. 🌴
FamilyLocationBackyard
Popular amenities for The Meadows rentals with a pool
House rentals with a pool

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

Palm Royal | Private Pool| Near Lido Beach | UTC
LocationValueCleanliness

Precise Realty presents The Meadows Estate Retreat
FamilyLocationOutdoor spaces

[The Bay St. Hideaway]Private Swimming Pool& Patio
LocationFamilyGetting around

Modern Home Heated Pool near Siesta & Downtown
LocationFamilyPool

Fun on Day Lane w/ Heated Pool
FamilyLocationBathroom

Private Heated Pool Retreat for Two Families
FamilyValueCheck-in

Sun Coast Oasis-Heated Pool-Pool Table-Arcade
LocationFamilyIndoor spaces
Condo rentals with a pool

The Beach Condo #107 Beachfront Full View
FamilyLocationAccuracy

LIDO KEY 1 BR/1Bath Heated Pool 16
FamilyValueBeach

Beachfront Siesta Key | Gulf View + Private Beach
ValueFamilyShared spaces

Crystal House on Siesta Key Beach
ValueLocationCheckout

Luxury 3/3 Margaritaville Resort
LocationFamilyView

Comfy Siesta Key Condo
FamilyValueAmenities

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

Heated Pool Apartment Near Siesta Key | 1BR
FamilyLocationNearby
Other vacation rentals with a pool

Paradise Villa- Sarasota
FamilyLocationNearby

The Siesta Key Retreat - An Island Garden Oasis!
LocationFamilyNearby

Tropical Oasis | Private Pool | FULLY Remodeled
ValueLocationCheckout

The Palms Away
ValueLocationAmenities

Guest House with Hot tub & Heated Pool
ValueFamilyBeach

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

Kokomo Keys | Heated Pool + Outdoor fun park
LocationFamilyAmenities

Casa Novus - A home for rest and renewal
LocationFamilyIndoor spaces
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 1,967 ZAR | R 2,113 ZAR | R 2,113 ZAR | R 1,366 ZAR | R 1,349 ZAR | R 1,252 ZAR | R 1,236 ZAR | R 1,203 ZAR | R 1,219 ZAR | R 1,138 ZAR | R 1,236 ZAR | R 1,284 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 |
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Fort Lauderdale Vacation rentals
- Panama City Beach Vacation rentals
- Tampa Vacation rentals
- Hollywood Vacation rentals
- Jacksonville Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- St. Augustine Vacation rentals
- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Hard Rock Casino
- Manasota Key Beach
- University of South Florida
- Vinoy Park
- Crescent Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Fort De Soto Park
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre
- Cortez Beach
- Anna Maria Public Beach





