
Vacation rentals with a pool in The Meadows
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in The Meadows
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Early Chkin, Elevator-4th fl 2mins-DT, 7mins-Airpt
Beach ready Apt!! White Noise Machine 2 minutes from downtown Sarasota 7 mins - Airport Cornerr apartment Steps to the elevator 2 bicycles & 2 escooters Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb on a main road . Beside ARTS & DESIGN COLLEGE!! 60+ amenities from a secure room safe to a luxurious, indulgent bed. Essential amenities such as grocery stores/pharmacies/ & CVS. less than a mile away. Send me a message if you have any questions .

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.

ROYS PLACE private, tropical, romantic paradise.
NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR 2022, 2023, 2024. An exceptional vacation is a frame for an exceptional life. Offered for you, a romantic boutique home. Sarasota Chic decor, quality furnishings, lush tropical landscaping. Only property in urban Sarasota with your own private (EXCLUSIVE to you, NOT shared) CLOTHING OPTIONAL heated pool for tropical fun. One block walk to beautiful sunsets over Sarasota Bay. All tropical serenity yet close to everything.

Tropical Oasis Heated Pool Hot Tub Near Siesta Key
Escape to The Funky Fish House! Your private 2BR/3BD/2BA tropical oasis boasts a heated saltwater pool, bubbling hot tub, outdoor shower, and BBQ grill for endless fun, relaxation, and sun-soaked adventures. Just 5 miles from world-famous Siesta Key Beach and steps from Trader Joeâs, this elegantly renovated, fully stocked, stylish retreat invites families or couples to lounge, entertain, soak up the Florida sunshine, and enjoy the ultimate Sarasota vacation in absolute comfort and style!

Pool Courtyard, patio w/ fire pit, 2 mls downtown
Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

The Peachy Beach House, steps to the gulf
The perfect place for a combination family vacation and some romance-when the kids are in bed, turn on the spa and music. June, July and August, Saturday to Saturday only. If custom trip length is wanted- ask Two bedroom, 2 full bathroom, new heated private pool/spa Steps to semi-private gulf beach, on quiet street in N. HB Well-stocked kitchen, 2 TVs, large primary suite and amazing gulf views from bedrooms. Crib, high chair, beach chairs, wagon, umbrella, beach toys and towels

Oasis by Siesta Key Beach and Downtown SRQ w/pool
Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!

Citrusy In Sarasota
Your family will be close to everything! This charming 1-bedroom, 1-bath apartment offers the perfect blend of comfort, convenience, and Sarasota living. Situated just a short drive from the beach, you'll enjoy the calming sounds of the ocean and the ease of access to sand and surf. Close to Benderson rowing park and UTC Mall. The vibrant shopping scene and trendy cafes are also nearby, making this an ideal location for those who love both relaxation and activity.

The Seashell Cottage with peaceful water views!
Hello and welcome to my beautiful Seashell Cottage! I have completely renovated and remodeled this townhome for you! It has a new kitchen and bathroom, new vinyl plank flooring upstairs, new furniture and bedding throughout, and is freshly painted. Decorated in a turquoise beachy decor, it gives you a sense of peace and tranquility the moment you step inside! There are gorgeous water views of the lake from both the first and second floor.

Heated Pool 3bdr 2bth Close to Downtown
Freshly remodeled home as of 2021, Great for family vacation. Amazing location right in the middle of town, no more than a ten minute drive to the incredible attractions. Easy drive to the #1 beach/Siesta beach world famous for its astonishing clear waters and impeccable views. This home has a private entrance with a heated outdoor pool. We are also pet friendly/dog. Small dog only, under 15 pounds, pet fee required.

Downtown Apartment w/ Pool, Gym, & Coworking 329
This 2/2 apartment features an oversized kitchen with island, slider with views of Downtown. Primary has a king bed and en-suite bathroom. 2nd bedroom has a twin bed with twin trundle. Shared amenities include: gym; sunset deck; massive roof deck with heated pool; gazebo with big-screen TV, fireplace, wet bar, dog run and access to the adjacent Cowork office space building. Also on-site is a full service cafe.

Luxury Pool Family Paradise-Siesta Beach/DT-3BR/2B
Discover your exquisite home away from home! This beautifully renovated pool home offers ample space and natural light, ensuring a luxurious experience from the moment you step inside. Nestled on a serene street, it provides easy access to Sarasota's top attractions. With proximity to Siesta Key Beach, downtown, and the renowned Fresh Fish Waltz Market, you'll have an unforgettable stay.
Popular amenities for The Meadows rentals with a pool
House rentals with a pool

Deja Blue Villa Salt Water Heated Pool & Spa

Chic Oasis | Private Heated Pool| Legacy Trail

Modern coastal downtown home w/saltwater pool

Sarasota Getaway âHave some fun under the sun.â

Luxury Sport Vacation Pool House-Downtown Sarasota

Take a Siesta off Bahia Vista

Beautiful Florida Bungalow

Mid-Century Oasis with Pool in Arlington Park 1
Condo rentals with a pool

Shorewalk upgraded condo 4505.

Cozy 1BR Beach Condo on Siesta Key!

January Discount: $165/night!

On the Beach; Siesta Key SunBum Studio

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

Lake View 1BR Condo | Heated Pool Near Siesta

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Cozy 2 bed/2.5 bath townhome
Other vacation rentals with a pool

FREE Heated Poolâ˘Family Friendly⢠9 mi. Beach⢠UTC

Sarasota home featuring private salt water pool

Vacation Resort w/ Waterpark+Gym

Waterfront Suite-20 min to Gulf Beaches

Tropical Oasis Villa w/ Amazing Heated Pool + Golf

Stunning Water View, Kayaks, Resort Pool Sarasota

Dog-Friendly Entire Home, Heated Pool â Sleeps 13

The Suite Retreat
When is the best time to visit The Meadows?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,107 GYD | G$26,362 GYD | G$26,362 GYD | G$16,738 GYD | G$15,482 GYD | G$15,482 GYD | G$15,901 GYD | G$15,482 GYD | G$15,692 GYD | G$14,646 GYD | G$16,738 GYD | G$21,131 GYD |
| 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 vacation rentals with a pool in The Meadows

Total vacation rentals
Explore 40 vacation rentals in The Meadows

Nightly prices starting at
The Meadows vacation rentals start at G$10,461Â GYD per night before taxes and fees

Verified guest reviews
Over 190 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of The Meadows vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across The Meadows rentals

4.9 Average rating
The Meadows stays are highly rated by guestsâaveraging 4.9 out of 5!
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