
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.

Living The Dream: Heated Pool + Mini Golf +Swings
BNB Breeze Presents: Living The Dream! From the swings at the dining room table and the neon sign, to the moss wall and the private putt-putt course, Living the Dream is fully loaded and is the ultimate luxury vacation home! Located just 15 minutes away from both Lido Key and Siesta Key Beach, the stay includes: ✔ Backyard Putt-Putt Course ✔ Saltwater Heated Pool - heated at NO extra cost from Nov 21 - April 1st ✔ Super Kid Friendly ✔ Jura Espresso Machine ✔ 65" Frame TV w/ Youtube TV Included

Early Chkin, Elevator-4th fl 2mins-DT, 7mins-Airpt
Beach ready Apt!! Echo/white noise machine Beside Ringling College! 2 minutes from downtown Sarasota 7 mins - Airport Corner Apt Steps to the elevator 2 bicycles & 2 escooters Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb that's on a main road . 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.

Luxury Family Home w/ Heated Pool Near Siesta Key
Embrace the height of comfort and convenience at your home away from home! Step into this meticulously renovated pool home, where spaciousness and brightness create an atmosphere of sheer luxury. Tucked away on a serene street, it offers a serene setting while keeping you close to Sarasota's prime attractions. Experience the allure of Siesta Key Beach, the vibrant downtown, and the Fresh Fish Waltz Market—all just moments away. Additionally, enjoy easy access to I-75, Nathan Park, and new UTC

Magical Guesthouse 1 mi from SRQ airport
@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

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

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.

Supercute Beach Themed Retreat Free Parking Wi-FI
Come and enjoy our newly remodeled 400 square foot laid back beached themed guest house. Located just 1.5 miles away from Sarasota/ Bradenton airport, and less than 10 miles away from our world famous beaches. Whether you are a single person in search of a long term stay or a family looking for a short vacation, we have the place for you. Our guest area is attached to our main residence and has a private entrance. Enjoy our shared swimming pool and outside patio areas.

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!

Prvt entry Suite-2nd Fl HotTub/pool & beach items
This location is * 8.6 * miles from Siesta Key Beach 18-22 min drive Entire upstairs private in-law suite sleeps (4) people (king bed & queen pullout couch) w/ bathroom, & kitchenette. I live on the property AND have a ADDITIONAL UNIT which is located directly below this room for rent. Shared areas for all guests are pool/hot tub, patio, and garage areas. The pool/hot tub operate within hours listed. The “stove” listed is a hot plate with three burners.

Coastal Getaway *With Bikes & NEW Saltwater Pool*
Just outside of Downtown near the Legacy Trail, this home is located in a quiet neighborhood only 15 minutes from the Siesta Key Beach. The home stands out with its bright and airy design, brand new saltwater pool in the private backyard, and its breezy living room. The large master bathroom rain shower is perfect to wash off the leftover sand from the beach. You can also spend your evenings grilling out back or playing corn hole in the patio area.
Popular amenities for The Meadows rentals with a pool
House rentals with a pool

Deja Blue Villa Salt Water Heated Pool & Spa

Paradise on Prospect w/ Htd Saltwater Pool

Modern coastal downtown home w/saltwater pool

City Escape near Sarasota Downtown

Luxe Oasis Mins to Beach & Downtown w/Heated Pool

Florida Funshine

Beautiful Florida Bungalow

Central Sarasota Family Home w/ Heated Pool!
Condo rentals with a pool

Cozy 1BR Beach Condo on Siesta Key!

Bayside Sunrise Cottage on Siesta Key!

ONLY $155/night in January!

♥ 1/2 mile to BEACH! ➸ KING in master ➸ POOL ♥

On the Beach; Siesta Key SunBum Studio

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

Cozy 2 bed/2.5 bath townhome

Oceanfront: Open Su - Th, $235/nt + Fees!
Other vacation rentals with a pool

Siesta Key 2 miles! Pool, Steps to Dining, +Bikes!

Palms Beach House Retreat

Luxury Sport Vacation Pool House-Downtown Sarasota

Bright & Modern - Sarasota Home

Charming Poolhouse · 1BR · Close to Siesta

Cozy, modern cottage near beach!

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota

Casa De Las Palmas
When is the best time to visit The Meadows?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,982 ZAR | R2,081 ZAR | R2,081 ZAR | R1,321 ZAR | R1,222 ZAR | R1,222 ZAR | R1,255 ZAR | R1,222 ZAR | R1,239 ZAR | R1,156 ZAR | R1,321 ZAR | R1,668 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 |
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 R826 ZAR 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 guests—averaging 4.9 out of 5!
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