Become a host

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 647 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.

1 of 1 pages1 / 1
Superhost
Home in Gulf Gate Estates

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

FamilyValueAir conditioning

4.89 out of 5 average rating, 107 reviews
Top guest favorite
A cozy living area features a light blue wall, with a comfortable white sofa arranged around a neutral-toned rug. In the foreground, a wooden dining table with four chairs provides seating. Natural light enters through a doorway that leads to an outdoor space.
Guesthouse in Bradenton

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.

ValueLocationCheckout

4.98 out of 5 average rating, 103 reviews
Guest favorite
An outdoor area features a heated pool surrounded by a spacious deck. Lounge chairs are positioned nearby for relaxation, and a dining set offers seating for outdoor meals. A screened enclosure provides protection from insects while allowing natural light to filter through.
Home in Sarasota

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

ValueFamilyHospitality

4.91 out of 5 average rating, 138 reviews
Top guest favorite
A Tiki bar with a thatched roof provides a stylish overlook of a heated pool surrounded by lounge chairs. The design features natural wood accents and vibrant decorations, inviting relaxation and leisure. Sunlight reflects off the water, adding to the serene outdoor atmosphere.
Home in South Sarasota

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.

FamilyValueBeach

4.94 out of 5 average rating, 100 reviews
Top guest favorite
An outdoor dining area features a wooden table set for four, overlooking a pristine pool. Lounge chairs are positioned nearby, providing a relaxing space for sunbathing. The screened patio ensures comfort while enjoying meals or relaxation outdoors.
Home in Sarasota Springs

Heated Pool Oasis 3BR/2BA near Siesta Key Beach

Relax at this modern heated pool house located just 15 min from the famous Siesta Key Beach. Nested in a quiet neighborhood with a lot of privacy, the house has plenty of space for an entire family or a group of friends. An additional family room with a TV for kids. Relax by the pool in the spacious outdoor area or explore the beautiful downtown filled with restaurants. Recently renovated, this home offers handmade authentic Mexican tile flooring to compliment a cozy and contemporary design.

LocationFamilyLaundry

4.98 out of 5 average rating, 162 reviews
Top guest favorite
A covered patio area features modern wicker furniture with white cushions, positioned around a glass coffee table. The inviting space overlooks a pristine pool, surrounded by a protective screen. Lush greenery is visible in the background, enhancing the tranquil setting.
Home in Sarasota

Luxury Pool Family Oasis-Siesta Key/DT 3BR/2BA

Welcome to your home away from home! This renovated, spacious, and bright pool home will immerse you in 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 the USA), 10 minutes to downtown (with fantastic restaurants and shopping), and within walking distance of the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake Park, and the new UTC mall!

LocationFamilyParking

4.96 out of 5 average rating, 149 reviews
Top guest favorite
A private saltwater pool is enclosed by a screened patio, featuring clear, inviting water. Sunlight reflects off the surface, creating a calming atmosphere. Surrounding greenery provides a natural backdrop, enhancing the serene environment. A lounge chair is visible next to the pool.
Home in Sarasota

Dog Friendly -4 Bed 2 Bath w/ HTD Pool (Sleeps 13)

✨ Fully Renovated & Stylish! ✨ Family & Dog-Friendly | Single-Story | Private Saltwater Pool | Secluded Backyard. Enjoy the charm of Sarasota in our completely updated home off University Parkway. Bright, open spaces with new furniture, perfect for relaxation. Features a heated saltwater pool in a private, fenced yard. Close to beautiful beaches—10 miles to N. Lido Beach and 13 miles to Siesta Key Beach. Conveniently located 4 miles from SRQ Airport, ideal for your next memorable get

ValueLocationBeach

5.0 out of 5 average rating, 123 reviews
Top guest favorite
A spacious outdoor area features a heated saltwater pool surrounded by a screened enclosure. A jacuzzi is attached to the pool, with multiple lounge chairs positioned for relaxation. Lush greenery lines the perimeter, enhancing the sense of privacy and tranquility.
Home in Bradenton

Stylish 6 Bed Pool Home with Golf Simulator & Spa

Experience ultimate Florida luxury at our 6-bedroom, 4-bathroom Bradenton home, fully remodeled for your perfect staycation. Enjoy a heated saltwater pool, spa, outdoor kitchen, and bar with granite counters, ice maker, and fridge. Nestled at the end of a private drive, this paradise offers a golf simulator, putting green, and cornhole court. Centrally located yet secluded, it comfortably sleeps 12. Non-smoking and meticulously clean, this is your dream getaway for relaxation and fun.

LocationValueCondition

4.85 out of 5 average rating, 107 reviews
Top guest favorite
Home in Arlington Park

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.

LocationValueOutdoor spaces

5.0 out of 5 average rating, 117 reviews
Guest favorite
A modern house is presented with a neatly manicured lawn and a driveway leading to a garage. Lush palm trees and potted plants frame the entrance, while large windows allow natural light to fill the interior. The structure has a welcoming white facade under a gray roof.
Home in Sarasota

Casa Cruz-3RM/2BA w/Heated Salt Water Pool

You'll have a great time at this modern 3RM/2 BA house with a heated salt water pool. This beautiful home is located 6 minutes to SRQ Airport, 20 minutes to the #1 rated beach in the country, Siesta Key, 5 minutes to Publix and local restaurants, and 10 minutes to high-end shopping at UTC mall. You’ll have access to major FL highways. The home is equipped with all the essentials needed for short term/long term stays. Book your stay today! Casa Cruz es su Casa!

ValueLocationGrill

4.95 out of 5 average rating, 116 reviews
Guest favorite
A caged outdoor space features a heated saltwater pool, surrounded by a spacious deck. Sun loungers are positioned nearby, and a covered area for dining is visible in the background. Lush greenery adds a touch of nature to the setting.
Home in Sarasota

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!

FamilyValueParks

4.87 out of 5 average rating, 194 reviews
Top guest favorite
A serene outdoor space is highlighted by a heated saltwater pool and a six-person spa. Comfortable lounge chairs line the pool area, and an outdoor grill is situated nearby. The setting is complemented by a vibrant sunset, enhancing the tranquil atmosphere.
Home in Sarasota

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

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 107 reviews

Popular amenities for The Meadows rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favorite
Home in Sarasota Springs

[The Paradise Palms] Salt Water Pool & Hot Tub

ValueFamilyAmenities

4.85 out of 5 average rating, 103 reviews
Top guest favorite
Home in Sarasota

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

ValueFamilyLaundry

4.98 out of 5 average rating, 128 reviews
Guest favorite
A bright living room features a large, light-colored couch adorned with patterned cushions. A swing chair hangs in the corner, and a coffee table sits in front of the couch. Soft lighting and large windows enhance the cozy atmosphere.
Home in Sarasota

Cozy Boho Bungalow Pool/Spa Downtown Sarasota

FamilyLocationPool

4.97 out of 5 average rating, 158 reviews
Guest favorite
An outdoor dining area features a large table set with plates and glasses, surrounded by seating. A pool is visible nearby, framed by lounge chairs under a covered patio with ceiling fans. The walls are painted in a vibrant blue, enhancing the inviting atmosphere.
Home in Sarasota Springs

Sarasota Sandpiper: 4 Bed/3 bath + Pool

LocationValueHospitality

4.91 out of 5 average rating, 202 reviews
Superhost
The modern kitchen features a large island with a marble countertop, topped with an arrangement of fresh fruits and drinks. A light fixture adds a soft glow above the island, while a cozy seating area with a dark sofa and brick wall can be seen in the background.
Home in Sarasota Springs

Sarasota Getaway “Have some fun under the sun.”

FamilyValueQuiet

4.85 out of 5 average rating, 131 reviews
Guest favorite
A private heated pool is surrounded by a spacious patio with lounge chairs and an umbrella for shade. The modern two-story home features large glass doors that brighten the living spaces, and vibrant greenery enhances the outdoor area.
Home in Arlington Park

Private Heated Pool Retreat for Two Families

LocationFamilyKitchen

4.95 out of 5 average rating, 64 reviews
Top guest favorite
Home in Sarasota Springs

Private Heated Pool, 8.5mi to Siesta Key Beach

LocationFamilyPool

5.0 out of 5 average rating, 21 reviews
Guest favorite
Home in Sarasota

Sun Coast Oasis-Heated Pool-Pool Table-Arcade

LocationFamilyBeach

5.0 out of 5 average rating, 7 reviews

Condo rentals with a pool

Superhost
A modern dining area is highlighted by a marble table with an elegant vase and tableware arranged for a meal. Stainless steel appliances and a large television are visible in the background, with natural light flowing in from sliding glass doors leading to an outdoor space.
Condo in Siesta Key

Crystal House on Siesta Key Beach

ValueFamilyIndoor spaces

4.88 out of 5 average rating, 146 reviews
Guest favorite
A modern living area features a blue sofa with decorative pillows and a low coffee table. A dining set with white chairs is visible in the background. Bright natural light filters through sheer curtains, enhancing the neutral grey walls and stylish artwork.
Condo in Gulf Gate Estates

Heated Pool Apartment Near Siesta Key | 1BR

FamilyValueQuiet

4.87 out of 5 average rating, 154 reviews
Guest favorite
A modern living area showcases a comfortable sectional sofa and armchair, complemented by a wooden coffee table. A large flat-screen TV is positioned on a media console. Natural light floods the space through sliding glass doors that lead to a balcony, enhancing the open feel.
Condo in Siesta Key

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

FamilyLocationBathroom

4.88 out of 5 average rating, 175 reviews
Top guest favorite
The inviting living area features a brown leather sofa paired with a teal accent chair. A circular mirror is positioned above a coffee table, which holds magazines. A patterned rug sits beneath, and natural light filters through the sliding glass doors.
Condo in Bradenton

Cozy 2 bed/2.5 bath townhome

FamilyValueCheckout

4.96 out of 5 average rating, 161 reviews
Top guest favorite
A dining area is presented with a large wooden table surrounded by blue upholstered chairs. Sunlight pours through expansive windows, revealing views of the turquoise waters and sandy beach beyond. A beach-inspired artwork decorates the wall, adding a touch of coastal charm.
Condo in Siesta Key

Breathtaking Beachfront Views in Siesta Key

LocationValueCondition

5.0 out of 5 average rating, 103 reviews
Guest favorite
A cozy lanai features a view of the tranquil lake, with vibrant turquoise chairs arranged around a patterned rug. Potted plants add greenery, while large glass doors provide natural light and an outdoor connection.
Condo in Bradenton

The Seashell Cottage with peaceful water views!

LocationFamilyKitchen

4.95 out of 5 average rating, 212 reviews
Guest favorite
The exterior of the condo displays a modern design with a light color palette. Palm trees are positioned around the landscaped area, and two garages are visible, along with a walkway leading to the entrance. The sunny sky enhances the welcoming appearance of the property.
Condo in Siesta Key

Comfy Siesta Key Condo

LocationValueSleep quality

4.85 out of 5 average rating, 110 reviews
Top guest favorite
Condo in Sarasota

Cottage on Siesta Key Beachside & Stunning sunsets

LocationFamilyBeach

4.92 out of 5 average rating, 170 reviews

Other vacation rentals with a pool

Top guest favorite
The exterior of a modern two-story condo building is displayed, featuring light blue siding and white accents. Paved pathways lead to individual garages, bordered by neatly manicured landscaping. A clear sky with a few clouds is visible above, enhancing the bright and inviting appearance of the area.
Townhouse in Sarasota

Summer getaway near Siesta Key: Family Getaway

LocationCleanlinessAmenities

5.0 out of 5 average rating, 12 reviews
Guest favorite
Home in Sarasota

4BR Heated Pool Retreat | Near Golf & Siesta Key

FamilyLocationIndoor spaces

4.94 out of 5 average rating, 16 reviews
Superhost
Home in Sarasota

Kokomo Keys | Heated Pool + Outdoor fun park

LocationFamilyComfort

5.0 out of 5 average rating, 4 reviews
Guest favorite
An outdoor dining area features a large rectangular table with seating for eight, complemented by a shaded lounge space. A heated pool is visible, along with a sunken hot tub and sun loungers. Lush greenery surrounds the area, providing a serene backdrop.
Villa in Arlington Park

Bohemian Inspired Villa with Golf Cart and SUV

FamilyLocationQuiet

4.88 out of 5 average rating, 67 reviews
Top guest favorite
Home in Sarasota

Modern 4bd | Heated Pool | Hot Tub + Studio Suite!

LocationValueBackyard

5.0 out of 5 average rating, 22 reviews
Guest favorite
Home in Sarasota

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"

LocationFamilyBathroom

5.0 out of 5 average rating, 16 reviews
Superhost
The exterior of a single-story home is showcased, featuring a covered entryway with double doors. Lush greenery, including potted palm trees and trimmed shrubs, frames the entrance. A concrete path leads through a pebble-strewn area, offering a welcoming appearance on a sunny day.
Villa in Sarasota

Paradise Villa- Sarasota

FamilyValueLayout

4.8 out of 5 average rating, 100 reviews
Top guest favorite
A spacious backyard area features a mini-golf course marked by small flags, inviting relaxation and play. Comfortable hanging chairs are under a stylish pergola, while a fun play structure is visible, enhancing the outdoor space designed for family-friendly enjoyment.
Home in Sarasota

Private Oasis: Mini Golf and firepit. 2 king beds.

LocationValuePool

5.0 out of 5 average rating, 48 reviews

When is the best time to visit The Meadows?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 1,957 ZARR 2,102 ZARR 2,102 ZARR 1,358 ZARR 1,342 ZARR 1,245 ZARR 1,229 ZARR 1,197 ZARR 1,213 ZARR 1,132 ZARR 1,229 ZARR 1,277 ZAR
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

Destinations to explore