
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.

Coastal Farmhouse - 3/2 with heated saltwater pool
Experience relaxation at this tranquil 3BD/2BA home with a heated pool, perfect for a family retreat! Prepare meals in the fully equipped kitchen or savor local delights on the screened-in lanai. Each bedroom boasts plush bedding, ensuring a restful night's sleep. Plus, a cozy living room. Conveniently located, just under 9 miles from Siesta & Lido Key Beach, Der Dutchman 2.2 miles and 2.5 miles from Yoder's Restaurant. Shopping and dining options at University Town Center, only 7.7 miles away.

Pool house by the bay
Come stay in our beautiful, Mid-Century Modern, light drenched home just one block from the bay with a private pool. The private yard is surrounded by lush landscaping & the pool is the perfect place to cool off on hot afternoons. The house is spacious & minimally decorated with finds from our world travels. We've recently replaced the bed and the neighborhood is quiet and easy to explore on foot. Note: this is our home, so please expect a warm lived in feel in the space, not that of a hotel.

New bldg, Steps to College & Town, Airptt 7 mins
Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb property on a main road 1 mile from downtown Sarasota. Beside ARTS/DESIGN COLLEGE!! Discover over 60 enticing amenities, from a secure room safe to a luxurious, indulgent bed. Essential amenities such as grocery stores/pharmacies/ & CVS. less than a mile away. This cornerr apartment with a dazzling wrap-around patio is your perfect getaway. 2. Bicycles. Send me a message if you have any questions .

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

Cozy 2 bed/2.5 bath townhome
Renovated 2 bedroom/2.5 bathroom townhome nestled in a quiet, gated community in Bradenton between I-75 & some of the best beaches in the country. My townhome is 2 bedrooms (queen size) with en suite bathrooms. The beds are queen-sized. Amenities in the neighborhood include large heated pool, tennis and basketball courts, a playground, a volleyball area, a sports field, and a designated parking spot only steps away from the front door. Non-numbered guest parking is also available

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.

Mid-Century Oasis with Pool in Arlington Park 1
A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath & pull out sofa in a mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home, or use as an extra sleeping space with comfy pull out sofa. Take a break with a quick dip in the sparkling pool. VR24-00160

Modern Tuscan Villa/beach 11 min/heatedpool/luxury
Prepare to be enchanted by your new sanctuary! Immerse yourself in luxury at this spacious and bright pool home, recently renovated to perfection. Located on a peaceful street, it strikes the perfect balance between tranquility and convenience, with easy access to Sarasota's finest attractions. Unwind at Siesta Key Beach, indulge in downtown's culinary delights and shopping, and explore the famous Fresh Fish Waltz Market—all just minutes away!

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.

Maggie's Hideaway
This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

The Black Swan- private heated pool
Escape to a stunning mid-century modern retreat with a private screened pool. This 3-bedroom, 2-bath home is thoughtfully designed as your home away from home. Enjoy family gatherings by the pool or unwind in the fully stocked kitchen and dining room. Conveniently located minutes from downtown, and just a short drive to Siesta Key (11mi) and Lido Beach (7.8mi). Your perfect blend of relaxation and accessibility awaits!

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

Retreat by the Bay-Heated Saltwater Pool

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

Deja Blue Villa Salt Water Heated Pool & Spa

Pool, Spa, & Private Gym in the Heart of Sarasota

Modern coastal downtown home w/saltwater pool

Beautifully Remodeled Heated Pool Home in Sarasota

Terrific location! 30% off monthly stays!

Beautiful PalmAire home with pool
Condo rentals with a pool

Cozy 1BR Beach Condo on Siesta Key!

LIDO KEY 1 BR/1Bath Heated Pool 16

Luxury 3/3 Margaritaville Resort

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

Siesta Key Ground Floor Condo 2BR On Trolley Line

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Anchor house +6 min. from Siesta Beach+heated pool

Oceanview on Longboat Key!
Other vacation rentals with a pool

Cozy, modern cottage near beach2

Modern 1/1.5 Waterfront at The Strand

Sleeps 2-Close to Downtown, Beaches & Airport

Bright & Modern - Sarasota Home

Huge Heated Saltwater Pool, TV in Every Bedroom

Chill Sarasota Hideaway

Updated condo minutes to Siesta Key Beach

Beautiful Top Floor Serenata 2Bd/2Ba Apartment
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$25,118 GYD | G$26,374 GYD | G$26,374 GYD | G$16,745 GYD | G$15,489 GYD | G$15,489 GYD | G$15,699 GYD | G$15,699 GYD | G$14,024 GYD | G$14,652 GYD | G$16,745 GYD | G$21,141 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$10,466 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 guests—averaging 4.9 out of 5! 
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