
Holiday rentals in The Meadows
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Top-rated holiday rentals in The Meadows
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

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.

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 🌴

Luxury Pool Family Oasis-Siesta Beach Beac-3BR/2BA
Welcome to your home away from home! This renovated, spacious and bright pool home will immerse you into 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 USA), 10 minutes to downtown including fantastic restaurants and shopping and walking distance to the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake park and The new UTC mall!

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. VR24-00265

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!

Sunshine House- Sarasota Pool Retreat
Welcome to the Sunshine House a sunny Sarasota retreat! This charming 3-bedroom, 2-bathroom home features a salt water heated pool and is just 20 minutes from the stunning Lido and Siesta Key Beaches. Perfect for families or groups, our home offers a spacious living area, fully equipped kitchen, comfortable bedrooms and an office setup. Relax by the pool, enjoy nearby dining and shopping, or explore the beautiful beaches. Your perfect getaway awaits!

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!

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.

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.

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!

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.
Popular amenities for The Meadows holiday rentals
Stay near The Meadows's top sights
Other great holiday rentals in The Meadows

Costal Breeze Cottage. Pet friendly. King size bed

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

Cozy 1BR in Pinecraft • 10 Min to Sarasota Fun

The Seapearl - 1/1 Guest Suite

New Rental | 3/2 Heated Pool Near Bobby Jones Golf

Sarasota House• Fenced Yard• King Beds• EV Charger

Suncoast Ranch SRQ Pool House

Sarasota Paradise/Stunning Home/Heated Pool
When is the best time to visit The Meadows?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £90 | £96 | £97 | £60 | £50 | £56 | £57 | £55 | £56 | £52 | £62 | £62 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°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 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 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.
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 £30 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!
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