Holiday rentals in The Meadows

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in The Meadows

  • Total holiday rentals

    Explore 50 holiday rentals in The Meadows

  • Nightly prices starting at

    The Meadows holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 250 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of The Meadows holiday rentals include wifi 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!

Top-rated holiday rentals in The Meadows

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

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Top guest favourite
Cottage in Bradenton
4.97 out of 5 average rating, 64 reviews

River Cottage 2/2 - Kayaks & Huge Deck-Old Florida

Old Florida charm meets peaceful riverfront living at the Lazy Gator Lodge. This unique Braden River getaway features two spacious king en suite bedrooms, an open-concept living area, fully stocked kitchen, massive waterfront deck, & fenced yard perfect for pets. Guests can explore the river by kayak and paddle to local waterfront restaurants and live music spots. Centrally located near Lakewood Ranch, UTC, Bradenton and Sarasota — plus the white sand beaches of Siesta Key & Anna Maria Island.

Top guest favourite
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
4.98 out of 5 average rating, 56 reviews

Costal Breeze Cottage. Pet friendly. King size bed

Escape to this cozy cottage, perfect for a relaxing getaway in sunny Sarasota. Located in a peaceful neighborhood, this open concept home offers partially fenced private yard that backs to tranquil urban nature area - your own serene retreat. Whether you’re visiting for a weekend or an extended stay, this charming spot offers comfort, convenient location to local beaches, shopping, restaurants, downtown, airport, and a touch of nature. Book your stay today and experience what Sarasota offers.

Top guest favourite
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
5 out of 5 average rating, 12 reviews

Summer getaway near Siesta Key: Family Getaway

Discover your family getaway at this stylish 2-bedroom, 2.5-bath condo in the heart of Sarasota. Perfectly located just minutes from beautiful beaches, shopping, and dining, this modern home offers a serene atmosphere for relaxation. Enjoy a fully equipped kitchen, cozy living space, and all the essential amenities for a comfortable stay. Ideal for families seeking both tranquility and convenience, your oasis at Sienna Park awaits. Book now and create unforgettable memories in sunny Sarasota!

Top guest favourite
Home in Sarasota
4.95 out of 5 average rating, 194 reviews

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

Guest favourite
Home in Sarasota
4.97 out of 5 average rating, 199 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.

Top guest favourite
Guest suite in Sarasota
4.94 out of 5 average rating, 301 reviews

MG Tropical Stay. Fully private, no shared spaces

Welcome to your modern Sarasota Guest Suite – Adults Only, Private & Peaceful 🌞 Remodeled on January 26, 2026, this private suite offers a separate entrance and parking for two cars. Enjoy a cozy queen bed, full bathroom, and a kitchenette with microwave, mini‑fridge, coffee maker, and more. Relax on your private patio with a solar shower. Stay cool with a quiet mini‑split A/C. We provide beach essentials: umbrella, chairs, cooler, and towels—perfect for your Sarasota beach days 🌴

Guest favourite
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, 135 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!

Superhost
Flat in The Meadows
5 out of 5 average rating, 4 reviews

Beautiful Condo with golf view

Turnkey furnished condo 2 bed/2 bath w/FABULOUS GOLF COURSE & LAKE VIEW. Close to dining, shopping, entertainment, downtown Sarasota & beautiful beaches. Lovely tile floors. Designed and furnished w/your comfort in mind. You will truly enjoy your vacation in paradise. The heated Community pool is across the street. HIGH SEASON = DEC–APR: $4,500/m LOW SEASON = MAY–NOV: $2,800/m In High season, a 3 month minimum stay is required. NO Smoking.

Superhost
Home in The Meadows
5 out of 5 average rating, 5 reviews

Precise Realty presents The Meadows Estate Retreat

Spacious 4BR/4.5BA golf retreat located in The Highlands Golf Community. Features include a private guest wing with en-suite baths, gourmet kitchen, multiple living areas, resort-style pool, outdoor kitchen, and expansive outdoor dining space. Just steps from The Highlands Championship Golf Course, this private vacation home is perfect for golfers, families, and groups seeking a relaxing Florida getaway.

Top guest favourite
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.
Guest house in Sarasota
5 out of 5 average rating, 40 reviews

Coastal Hideaway: Guest House 5 min to NBP & 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 favourite
A spacious living area features a brown leather sofa facing a television. Light-colored walls frame the room, and large windows allow natural light to fill the space. A dining table with chairs is visible in the background, creating an inviting area for meals.
Guest suite in Sarasota
4.93 out of 5 average rating, 107 reviews

Beautiful half of a house apartment in Sarasota FL

Beautiful little home in North Sarasota in a quiet, safe neighborhood. The apartment is completely locked off from the rest of the house, with its own separate entry. Minutes from beaches, museums, the newest mall built in the country. Every type of restaurant imaginable. Sarasota International Airport and Nathan Benderson Park, which hosts world class rowing events, are only a few minutes away.

Top guest favourite
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
4.96 out of 5 average rating, 138 reviews

Luxury Pool Family Paradise-Siesta Beach Beach

Discover your exquisite home away from home! This beautifully renovated pool home offers ample space and natural light, ensuring a luxurious experience from the moment you step inside. Nestled on a serene street, it provides easy access to Sarasota's top attractions. With proximity to Siesta Key Beach, downtown, and the renowned Fresh Fish Waltz Market, you'll have an unforgettable stay.

Popular amenities for The Meadows holiday rentals

When is the best time to visit The Meadows?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$156 SGD$167 SGD$168 SGD$103 SGD$87 SGD$97 SGD$98 SGD$96 SGD$97 SGD$90 SGD$107 SGD$107 SGD
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 $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 30 condo 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.

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