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Vacation rentals in The Meadows

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Top-rated vacation rentals in The Meadows

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A well-organized kitchenette is presented, featuring a microwave, sink, and open shelving with various containers and glassware. The blue walls enhance the workspace, while a polished wooden countertop reflects ample light from the surroundings.

Apartment in Sarasota

4.79 out of 5 average rating, 107 reviews

Cozy and Private Studio Near Downtown & Beaches

Welcome to your private Sarasota retreat! This cozy and well-appointed studio offers everything you need for a comfortable stay—spacious bath, kitchenette, washing machine, WiFi, cable TV, a comfy recliner, work desk, and wall A/C. Step outside to a fenced backyard with a BBQ grill, perfect for relaxing. Enjoy a private entrance and driveway parking. Just 15 minutes from Siesta Key Beach and 10 minutes from downtown, you’re close to shops, dining, and the Legacy Trail. Relax, unwind, and enjoy!

The charming cottage is enveloped by lush greenery, featuring a welcoming front patio with a small table and chairs. A swing sits nearby under a canopy of trees, adding to the serene outdoor space. The entrance showcases large windows, inviting natural light.

Home in Bradenton

4.94 out of 5 average rating, 198 reviews

Peaceful Braden River Oasis: Cottage

Come get away to this river retreat just outside of Lakewood Ranch. This property has three separate rental units on it including this charming single bedroom cottage with access to the river. It comes with everything you need to enjoy a wonderful vacation! The other units on this property are the Guest House, a larger studio unit 1 bed/1 bath sleeps 2 (Search Peaceful Braden River Oasis: Guest House) and the Main House, a 2 bed/2 bath sleeps 7 (search Peaceful Braden River Oasis: Main House).

A charming old Florida home is shown with a light-colored exterior and blue shutters. A sizable tree stands in the front yard, providing shade. A gravel pathway leads to a covered carport on the right, surrounded by lush tropical vegetation.

Home in Sarasota

4.89 out of 5 average rating, 376 reviews

Beautiful and Restful Sarasota Florida Retreat

This old Florida home has been updated with granite counters in the kitchen with newer appliances, ceramic tile, and wood flooring. There is plenty of room to spread out in the main living room and within the wood wall and ceiling finished gathering room. The backyard patio area is perfect for outdoor BBQs. The lush tropical landscaping provides the old Florida home feel. The best amenity is a semi-private outdoor shower with lush vegetation screening. Perfect for the outdoor enthusiast.

A welcoming entryway showcases a simple wooden console table with small potted plants. Above, a serene painting depicting a boat complements the neutral wall. The view to the right reveals a sun room filled with natural light, providing a connection to the private backyard.

Home in Sarasota

4.95 out of 5 average rating, 164 reviews

Newly Renovated Ranch Minutes From Beach/Downtown

Newly renovated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high speed WIFI. Grab the beach chairs and umbrella to enjoy Lido Key or Siesta Key Beaches both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the backyard. Several golf courses near-by or catch Orioles spring training at Ed Smith stadium within walking distance.

A modern guest room features a spacious bed adorned with patterned bedding. A red accent chair is positioned nearby, complementing the decor. Light is provided by ceiling fixtures, and a piece of floral artwork is displayed on the wall. Simple furnishings include a small table and wastebasket.

Guest suite in Sarasota

4.93 out of 5 average rating, 231 reviews

MG Tropical Stay.With private entrance and patio.

Welcome to your modern Guest Suite in Sarasota – Adults Only, Private & Peaceful 🌞 Enjoy your own private space—no shared areas—with a separate entrance and parking for two cars. The suite includes: A cozy queen bed A full bathroom A well-equipped kitchenette with a microwave, small refrigerator, coffee maker, and 2-burner cooktop A secluded outdoor patio with a solar shower, ideal for rinsing off after a beach day A mini-split A/C unit to keep you cool during Florida’s sunny days

A modern living area features a gray sectional sofa with white throw pillows, positioned next to a light area rug. A sleek coffee table holds a yellow tray, and a round mirror is mounted on the wall above. Green plants add a touch of nature, enhancing the space.

Home in Sarasota

4.91 out of 5 average rating, 262 reviews

Cozy Getaway Home in Sarasota Near Beaches & More!

Escape to our peaceful home in Sarasota. Conveniently situated near our famous beaches, UTC, Benderson Park, downtown, and only within a mile of grocery stores and other shops. Enjoy outdoor moments on the patio and spacious yard. Modern amenities include high-speed internet, smart TVs, and a well-equipped updated kitchen and workspace. Washer/dryer on-site as well. Your gateway to relaxation and Sarasota's charm awaits! Please reach out if you have any further questions.

Top guest favorite

A charming 1920s cottage is set in a lush green landscape, accentuated by carefully arranged flowerbeds. The light yellow exterior is complemented by a white porch and a metal roof. The surrounding trees provide shade, creating a peaceful and inviting outdoor space.

Home in Sarasota

4.97 out of 5 average rating, 105 reviews

Bright & Peaceful 1920s Cottage: Close to UTC!

Experience the timeless charm of this 1920s beautifully preserved cottage – where original details meet modern comforts. A bright & peaceful property nestled on half an acre with plenty of space to spread out, natural light that pours into every room, & a private fenced in yard - it's an ideal spot to entertain AND unwind. Whether you are headed to the beach, Benderson Park, Downtown or UTC mall, this neighborhood is central to anything you'll need!

Top guest favorite

A light blue bedroom features a spacious bed with a floral-patterned blanket and a ceiling fan overhead. Double glass doors provide a view of the pool area outside. Storage options include a white dresser and closet, while a small table and chair are positioned nearby.

Guesthouse in Sarasota

4.99 out of 5 average rating, 141 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!

The open-concept living space features a comfortable sectional sofa, a wooden coffee table, and an accent chair, complemented by a large American flag artwork. The kitchen area showcases modern cabinetry, a large island with seating, and ample lighting for a welcoming environment.

Home in Sarasota

4.98 out of 5 average rating, 158 reviews

Secluded Cottage | Hot Tub | Walk to Benderson/UTC

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 over 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.

Top guest favorite

A person is seated at the edge of a sparkling pool, facing the clear blue water. The poolside is tiled, and the sunlight reflects off the surface, creating a serene ambiance. The individual wears a swimsuit featuring a tiger stripe pattern.

Home in Sarasota

4.94 out of 5 average rating, 102 reviews

Luxury Heated Pool/ Family Oasis/Siesta Key3BR/2BA

Welcome to your private oasis! This stunning pool home has undergone a meticulous renovation, offering a spacious and luminous retreat. Nestled on a serene street, it provides a peaceful escape while being in close proximity to Sarasota's top destinations. Whether you're seeking the sun-kissed shores of Siesta Key Beach, the vibrant downtown scene, or the flavors of the Fresh Fish Waltz Market, this home offers easy access to it all.

Top guest favorite

A studio apartment features a king bed against a light wall, complemented by a cozy seating area with a gray sofa and a chair nearby. Two round coffee tables sit on a neutral rug, with a wall-mounted smart TV and built-in shelves adding practical style.

Apartment in Arlington Park

4.97 out of 5 average rating, 159 reviews

Studio Minutes to Siesta key, Lido Key, and SMH!

Enjoy sunny Sarasota, FL in our studio apartment. Located between Siesta Key and Lido Key. You can walk to Southside Village, Sarasota Memorial Hospital (SMH) and Arlington Park. Enjoy the beautiful neighborhood and easy access to Legacy Trail. Approximate driving times to popular local destinations: Siesta Key - 10 minutes Lido Key - 14 minutes SRQ airport - 15 minutes St Armands - 10 minutes Downtown - 7 minutes

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 Glen Oaks

4.92 out of 5 average rating, 107 reviews

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.

Vacation rentals for every style

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Popular amenities for The Meadows vacation rentals

Laptop-friendly workspace

Private vacation rentals in The Meadows

A spacious living area showcases a leather sectional sofa adorned with patterned throw pillows. A flat-screen TV is positioned on a light wood media console. Natural light floods the room through large windows, enhancing the inviting atmosphere of the open layout.

Home in Sarasota

4.91 out of 5 average rating, 99 reviews

The Black Swan- private heated pool

A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.

Island in Sarasota

4.97 out of 5 average rating, 333 reviews

NEW 4/NTS AUG OPEN! Sarasota #1 Lux BEACH Villa

A fenced saltwater pool area features a spacious pool surrounded by a tiled deck. Lounge chairs are positioned nearby, inviting relaxation. Lush greenery provides a natural backdrop, while a covered outdoor seating area is visible in the distance, creating an inviting outdoor space.

Home in Sarasota

5 out of 5 average rating, 11 reviews

Fun on Day Lane w/ Heated Pool

Top guest favorite

A two-story home is visible, featuring a light brown exterior and a spacious driveway. Lush greenery surrounds the property, including shrubs and palm trees. Decorative flower pots are placed near the entrance, and a garage is situated on the left side of the house.

Home in Sarasota

5 out of 5 average rating, 7 reviews

Sarasota's Paradise

A spacious living area features two white leather sofas adorned with green tropical pattern cushions. A large area rug with leaf patterns covers the floor. Natural light fills the room, highlighting the open layout that connects to the kitchen, visible in the background.

Home in Sarasota

4.7 out of 5 average rating, 20 reviews

Lakefront House Pool & NearBeach

Top guest favorite

The image depicts a well-equipped kitchenette with white cabinetry, a microwave, and a compact refrigerator. A sliding glass door reveals a modern bathroom with a walk-in shower. A cozy sleeping area is visible, featuring a spacious bed and soft lighting from a nearby lamp.

Guest suite in Sarasota

4.98 out of 5 average rating, 64 reviews

The Palm Room

A sparkling pool is surrounded by a spacious patio, featuring lounge chairs and a vibrant red umbrella. Lush tropical landscaping creates a serene retreat, providing an inviting space for relaxation and leisure under a clear blue sky dotted with fluffy white clouds.

Home in Arlington Park

4.95 out of 5 average rating, 128 reviews

Mid-Century Oasis with Pool in Arlington Park 1

An open loft living area features a spacious sectional sofa in soft grey, accompanied by a white side table. Natural light enters through a skylight and nearby window, highlighting the subtle coastal decor, including soft green accents and a textured area rug on the floor.

Guesthouse in Harbor Acres

4.95 out of 5 average rating, 38 reviews

*Azure Guesthouse* Walkable! Patio! Beach 8 min!

Other great vacation rentals in The Meadows

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, 13 reviews

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

A spacious studio features light-colored walls and wood-style flooring. A Queen bed is positioned centrally, accompanied by two bedside lamps. A small desk and chair are placed nearby, with a door leading to a bathroom visible in the background. Natural light filters through nearby curtains.

Guest suite in Sarasota

4.88 out of 5 average rating, 48 reviews

Private Studio Getaway in Sarasota!

A modern studio space features a spacious Murphy bed with a blue bedding set, complemented by decorative pillows. A large mirror, flat-screen television, and marble countertop offer functionality. Natural light enters through windows covered by sheer curtains, while a comfortable seating area is present.

Apartment in Sarasota

4.89 out of 5 average rating, 9 reviews

Studio for 2 w/Patio. 9 miles to Lido Key Beach.

A shared pool area is enclosed with a screened structure, featuring a clear blue pool surrounded by greenery. Two lounge chairs with decorative cushions are positioned near the water, inviting relaxation in a serene outdoor space.

Home in Sarasota

4.94 out of 5 average rating, 302 reviews

The Lovely Stay |6 miles to Siesta Key Paradise

A screened porch features tile flooring and a glass door, providing views of the nearby water. Outside, a wooden deck showcases two white chairs, surrounded by greenery and stepping stones leading to the water's edge, contributing to a serene outdoor space.

Home in Bradenton

4.81 out of 5 average rating, 16 reviews

Riverside Retreat

Top guest favorite

The exterior of a charming turquoise cottage is framed by a fenced yard, featuring a stony pathway and ample outdoor space. Large trees provide a natural backdrop, enhancing the serene environment of this peaceful neighborhood.

Home in Sarasota

5 out of 5 average rating, 17 reviews

Costal Breeze Cottage. Pet friendly. King size bed

A screened-in patio features a round table with decorative tile and four chairs, surrounded by lush greenery. A pool is visible in the background, reflecting the clear blue sky, providing a serene setting for relaxation and outdoor dining.

Bungalow in Sarasota

4.91 out of 5 average rating, 361 reviews

Pool & fenced-in yard in downtown edge bungalow

The spacious living area features a comfortable couch adorned with patterned pillows, a wooden coffee table, and colorful rugs. Natural light floods in through large windows, and an open layout connects to the dining area and kitchen, which is visible in the background.

Home in Sarasota

4.97 out of 5 average rating, 120 reviews

Sunshine House, close to Downtown

Quick stats about vacation rentals in The Meadows

Total rentals
50 properties
Nightly prices starting at
R888 ZAR before taxes and fees
Total number of reviews
230 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
40 properties have a pool

Frequently Asked Questions

Are there The Meadows vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 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 $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in The Meadows have wifi?
Absolutely! We offer over 20 condo rentals with wifi in The Meadows. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly condo rentals in The Meadows?
The Meadows has more than 10 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore