Vacation rentals in The Meadows

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Top-rated vacation rentals in The Meadows

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Sarasota Springs
4.91 out of 5 average rating, 117 reviews

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.

Guest favorite
Home in Sarasota
4.97 out of 5 average rating, 185 reviews

Secluded Cottage w/ Hot Tub Near UTC and NBP

Welcome to The Crew House! A brand new, stylish, cozy cottage that is walking distance to all that the Nathan Benderson Park and University Town Center areas have to offer! The property is on a 2 acre parcel so there's plenty of room to spread out. At our cottage you will find a comfortable bed, stylish furniture, high-end finishes, a large island, screened-in outdoor dining table, and a great outdoor space with a private hot tub. We also have a concept2 rower available in the garage.

Guest favorite
A spacious studio features a comfortable king-sized bed with decorative pillows and a cozy leather couch. A mounted TV is visible alongside a desk area, while a kitchenette is seen in the background. Warm light enhances the inviting layout, complemented by modern decor.
Guesthouse in Sarasota
4.94 out of 5 average rating, 528 reviews

Clean and Modern Sarasota Studio

Our studio is private, comfortable, stylish, & efficient. Whether you are coming for business or leisure, we are sure you will have everything you need. Our home is newer (built in 2020) and we designed this space specifically with Airbnb guests in mind. Our neighborhood is central to almost all of Sarasota! We were born and raised here, and in our opinion this area is central to everything! Whether you are headed to Siesta, Myakka State Park, or UTC mall, you won't be driving for long!

Top guest favorite
An outdoor common area features a decorative umbrella over a bistro table, surrounded by potted plants. A wooden deck leads to a staircase, with warm lights illuminating the setting. A grill is positioned nearby, creating an inviting outdoor space for relaxation.
Guesthouse in Laurel Park
4.97 out of 5 average rating, 504 reviews

Coolest Downtown Neighborhood - Ebikes, Beach Gear

Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfect place to use as a base camp while you explore the area and experience the best Sarasota has to offer. Quick and easy walk to dozens of casual restaurants, cool bars and unique shops. 5 minutes to Selby Gardens. 10 minutes to the Sarasota Bayfront. Main street is half a mile away. We provide tons of amenities including bikes, kayaks, beach chairs and umbrella.

Top guest favorite
The living area features a comfortable seating arrangement with a light-colored sofa and two armchairs, adorned with decorative pillows. A stone fireplace is centered against a wall, complemented by wood beams overhead. Natural light filters through sheer curtains, creating a cozy ambiance.
Guesthouse in Sarasota
4.98 out of 5 average rating, 112 reviews

The Cottage (In the Country) Cozy, Quiet Retreat

Relax, unwind and unplug at this cozy Old Florida-style country cottage! Here you are away from it all in peaceful bliss... but if you want to go out for dinner, it's an easy drive into town! Located on a beautiful 5 acre plot, this guest home is the perfect spot for your Florida getaway! Just 30 minutes from Siesta Key and 6 minutes from the entrance to Myakka State Park, you can see the best of Florida, both the swamps and the beaches, all in one day!

Guest favorite
An aerial view showcases a tranquil pool area surrounded by lush landscaping. Comfortable lounge chairs are positioned around the curved pool, accompanied by several shaded umbrellas. A covered seating area and palm trees enhance the inviting outdoor space.
Home in Sarasota
4.9 out of 5 average rating, 20 reviews

Modern Escape with Pools Near Sarasota’s Best!

Furnished modern townhome with 2 bedrooms, each with private bath, full kitchen, Smart TV, washer/dryer, and screened lanai. Enjoy a peaceful, family-friendly community with 2 pools, sports courts, trails, lake, and dog park. Pet-friendly (maximum 1 pet up to 55 lbs or 2 small pets up to 20 lbs each). Minutes from Siesta Key, Lido Beach, The Ringling, and more. Safe, quiet, and highly rated,5-star guest reviews highlight comfort, location, and lifestyle.

Guest favorite
Cottage in Bellevue Terrace
4.93 out of 5 average rating, 142 reviews

Private Heated Pool Casita Near Downtown & Beaches

Built in 1925, Casita Verde blends classic vintage charm with modern comforts. This 2-bedroom, 1-bath home features a 55" flat-screen TV with HD cable and fast Wi-Fi. Relax by the private pool or enjoy peaceful evenings on the deck with your favorite drink. Pet-friendly and conveniently located near Downtown Sarasota on Bahia Vista, with an easy drive to Lido Key, world-famous Siesta Key, and I-75 for day trips and longer adventures. 🌴 Cert# VR24-00152

Top guest favorite
A spacious living area features a large modular sectional sofa adorned with soft pillows. A natural wood coffee table sits in the center, holding decorative items. Bright light filters through two windows, complemented by minimalist wall art and a potted plant in the corner.
Guesthouse in Sarasota
5 out of 5 average rating, 29 reviews

Coastal Hideaway: 2/1 guest house close to UTC!

A coastal retreat in a tranquil country setting just minutes from UTC’s dining, shopping, and Nathan Benderson Park. I-75 is under 3 miles away, with Siesta Key and Lido Beach within 40 minutes. Enjoy a full kitchen, 2 king bedrooms, a spacious bath with double vanity, high-speed Starlink internet, a fire pit, and beach gear. Unwind on the private patio, and bring your pet—this getaway is pet-friendly!

Guest favorite
A spacious living room features a large sectional couch adorned with colorful pillows. A glass coffee table occupies the center over a vibrant rug. Light from the outside brightens the room, while a flat screen TV is positioned near a decorative bookshelf.
Home in Bradenton
4.87 out of 5 average rating, 174 reviews

Tropical and Tranquil Bradenton Hideaway

This beautiful 2BR apartment affords a prime central location to both the Sarasota and Bradenton beaches. Spend a sun-soaked day by the Gulf, or simply unwind in your spacious backyard with an outdoor hammock, al fresco dining, and a grill for cookouts. EXTRA AMENITIES This pet-friendly home ($150 pet fee) includes complimentary Wi-Fi, beach chairs, and parking.

Top guest favorite
The interior of the cottage features wooden walls and a spacious layout. A comfy sofa is positioned next to a well-equipped mini kitchen, which includes cabinets and countertop space. Large windows allow natural light to fill the space, complementing the warm wood tones.
Guesthouse in Osprey
4.99 out of 5 average rating, 350 reviews

Cozy Cottage by the Bay

Enjoy this modern yet rustic looking guest cottage in historic Osprey, one of Sarasota County's first settlements. Walk to the bayfront, restaurants, shopping, library, and parks. A short drive takes you to our famous Gulf beaches and all that Sarasota and Venice has to offer. Hurricane Milton: Yes, we are cleaned up and have power and internet!

Guest favorite
The outdoor area features a heated pool surrounded by lounge chairs, providing ample space for relaxation. A dining set is positioned nearby, accompanied by an umbrella for shade. Lush greenery and palm trees border the property, complementing the serene atmosphere.
Home in Bellevue Terrace
4.92 out of 5 average rating, 107 reviews

Rhodes Retreat - Beautiful Pool and Backyard Space

Bright and newly renovated home for a delightful family escape in Sarasota. Central location near beaches, shopping, and downtown, yet nestled in a serene neighborhood. Short walk to charming Amish Village of Pinecraft. Ample parking, garage, and spacious front yard. Option to book separate secondary unit. Siesta Beach 8.7mi, Lido 5.8mi. VR24-00264

Guest favorite
A cozy sleeping area features a queen-sized bed with a tufted headboard adorned with decorative pillows. A soft throw blanket is draped over the bed. The room includes bedside lamps and a mirrored closet, with modern tile flooring enhancing the space.
Guest suite in Sarasota
4.94 out of 5 average rating, 235 reviews

Chic Blue Haven

Stay in this Glamorous Villa and live like a true local in Sarasota. Great shopping, restaurants & beaches are right around the corner. Some nearby places include the Ringling Museum, UTC, St Armand's Circle (15 min), Siesta Key beach(20 min), Down Town (10 min) and 6 minutes from the Airport (SRQ).

Popular amenities for The Meadows vacation rentals

When is the best time to visit The Meadows?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,142 GYDG$26,608 GYDG$26,399 GYDG$16,761 GYDG$14,037 GYDG$15,714 GYDG$15,923 GYDG$15,504 GYDG$15,714 GYDG$14,666 GYDG$17,390 GYDG$17,390 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

Frequently Asked Questions

  • Are there The Meadows vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in The Meadows, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there vacation rentals with a dedicated workspace in The Meadows?

    Yes! Work meets play with ease at over 30 vacation rentals in The Meadows featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in The Meadows?

    Four-legged friends are welcome in The Meadows. Choose from more than 10 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in condo rentals in The Meadows?

    Experience the best of The Meadows with our condo rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in The Meadows have wifi?

    Absolutely! We offer over 10 house rentals with wifi in The Meadows. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in The Meadows?

    The Meadows has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in The Meadows

  • Total vacation rentals

    Explore 50 vacation rentals in The Meadows

  • Nightly prices starting at

    The Meadows vacation rentals start at G$8,381 GYD per night before taxes and fees

  • Verified guest reviews

    Over 200 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

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of The Meadows vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill 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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