Vacation rentals with a pool in The Meadows

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Top-rated rentals with a pool in The Meadows

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Sarasota

4.89 out of 5 average rating, 110 reviews

Downtown privacy, beaches and nightlife all around

For the couple (or individual) who wants a fabulous private home and is in a centrally-located space in downtown Sarasota. Where the beaches meet the nightlife (Legacy Trail is 5 short blocks away, pickle ball 3 and Robarts Arena 2), this separate In-Law Suite has its own entrance, private patio and lots of space (1,000 sq. feet). 2 bikes and beach items for use are: chairs, umbrellas, noodles and coolers. The washer/dryer is attached, high-speed internet/cable; there is a gas grill, 2 tvs

Jul 15 – 22

ﺩ.ﺇ469 per night

Guest favorite

Guest suite in Sarasota

4.94 out of 5 average rating, 286 reviews

Beach & Town Posh Location! Jungle Paradise Studio

PRIME Town/Beach 3.2 miles location! *COVID Cleaning. SELF CHECK IN. Non shared Pool. Bungalow w/private entrance & patio. Designers Home,Tropical Jungle, like Posh Resort! Quiet, residential area. Sought-after amenities. 10 min/Siesta Key Beach, shops, dining, & 5mins/Downtown Sarasota core. Walk to local markets, dining, movies & shopping. New King bed. New 50" TV. Off street parking. No Smoking/Vaping! Wet Bar, No kitchen, lite meals only! No hotels in my exclusive area! Live like a local!

Nov 4 – 11

ﺩ.ﺇ689 per night

Guest favorite

Bungalow in Sarasota

4.92 out of 5 average rating, 310 reviews

Pool & fenced-in yard in downtown edge bungalow

This 2 bed-2 bath house is a homey Florida bungalow with cypress wood floors and lots of natural light, located in a quiet neighbourhood on the downtown core edge. Enjoy a spacious and fenced in backyard with pool, covered grill and eating area. The home is minutes away from the Legacy Trail, the new Bay Park, Payne Park, dining, live music, bars, theatres, opera house, performance venues, comedy club, antiquing, kayak launches, tennis and basketball courts, farmer's market, shopping and more.

Nov 19 – 26

ﺩ.ﺇ674 per night

Guest favorite

Apartment in Sarasota

4.96 out of 5 average rating, 207 reviews

Private 2 Bedroom Suite with Kitchenette

A lovely private suite, attached to our home, consisting of 2 bedrooms, bath, and kitchenette/dining area. Features a private entrance and use of our family pool, lanai & sauna. Located close to I75, and minutes away from Nathan Benderson Park, and the Mall at University Town Center where you'll find many shopping & eating options. You will also be only 12 miles from the beautiful white sand beach of Siesta Key with all of the activities it affords. Located in a family friendly neighborhood.

Jun 15 – 20

ﺩ.ﺇ499 per night

Guest favorite

Condo in Bradenton

4.95 out of 5 average rating, 129 reviews

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. Enjoy your private hammock on a seashell beach!

Jul 5 – 12

ﺩ.ﺇ616 per night

Guest favorite

Condo in Sarasota

5.0 out of 5 average rating, 26 reviews

Water view condominium in a beautiful community

You will love the beautiful views this condo has to offer. Combo dining room/living room opens up to a fully screened lanai with tranquil water view on the golf course and the community pool/deck area only steps away. The Meadows is located close to downtown Sarasota, minutes from University Town Center Mall, short drive distance to the beautiful Golf coast beaches. With 1650 acres, The Meadows is home to an abundance of canopied oaks, over 85 lakes and waterways, and 14 miles of trails.

Jan 21 – 28

ﺩ.ﺇ481 per night

Guest favorite

Home in Sarasota

4.86 out of 5 average rating, 151 reviews

Beaches, Shopping, Sculling-Sarasota is calling!

Charming three bedroom two bathroom house. The HEATED SALTWATER pool is caged with a covered outside dining area along with an area to grill. Master bedroom comes with a private bath and a walk-in closet. Second bedroom comes with a queen bed and the third bedroom comes with 2 twin beds. Washer and dryer available on site. Five minutes to I 75. Minutes from the Sarasota airport. Minutes to the UTC and Benderson Park. Close to beaches and shopping. Can be rented short term or longer.

Aug 19 – 26

ﺩ.ﺇ725 per night

Guest favorite

Condo in Bradenton

4.94 out of 5 average rating, 108 reviews

Newly remodeled cozy 2 bed/2.5 bath townhome

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

Oct 31 – Nov 7

ﺩ.ﺇ652 per night

Guest favorite

Home in Sarasota

4.93 out of 5 average rating, 123 reviews

Cool Pool Wood House

Our home is filled with many amenities including pool towels, beach chairs, coolers, fully stocked kitchen, and more. The decor is a nice blend of modern farmhouse and mid century. The heated pool is screened in complete with lounge chairs and dining table for those beautiful evening dinners in Fla. Located on a very quiet dead end street within walking distance to the unique village of Pinecraft where you can enjoy restaurants, coffee shop, homemade pizza shop and more!

Aug 21 – 28

ﺩ.ﺇ973 per night

Guest favorite

Guesthouse in Sarasota

4.89 out of 5 average rating, 168 reviews

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.

Nov 16 – 23

ﺩ.ﺇ396 per night

Guest favorite

Home in Sarasota

4.86 out of 5 average rating, 21 reviews

Albey at the Beach

Welcome to your ultimate relaxation destination! Nestled within a gated community, this charming one-bedroom, one-bath retreat offers the perfect blend of comfort and convenience. Conveniently located near the Sarasota/Bradenton Airport, this retreat is the perfect home base for exploring all that the area has to offer. Whether you're seeking relaxation or adventure, this gated community getaway has something for everyone. Book your stay today!

May 13 – 20

ﺩ.ﺇ454 per night

Guest favorite

Guesthouse in Sarasota

4.99 out of 5 average rating, 131 reviews

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!

Jul 13 – 20

ﺩ.ﺇ539 per night