Family-friendly holiday rentals in The Meadows

Find and book unique family-friendly homes on Airbnb

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Popular amenities for The Meadows family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 141 reviews

Gorgeous Home / Heated Pool and Spa

svitlanaRating, 5 stars2 weeks ago
Another great stay at this house! Love the location, very clean throughout, has everything you would need and more. We spent most of our time in covered outdoor area which has lots of seating options, the pool/hot tub is perfect! The only small issue we had was the door to the pool does not lock securely, therefore adding a safety risk if you have young children. It needs to have an added safety lock on top or something to that nature.
Guest favourite
Apartment in Siesta Key
4.93 out of 5 average rating, 148 reviews

Siesta Key Serenity At The Palm Bay Club

LauraRating, 5 stars1 month ago
Super clean, quiet, comfy bed. We enjoyed the bayside pool. Nice views. Palm Bay club nice benefit as after a short walk over to the beach we enjoyed the chaises delivered and set up close to the water and hole drilled for our beach umbrella. Amazing sand is not over rated. Warm gulf waters and easy entry and exit. Breeze Trolley with their app made getting around without driving convenient . Lots of fun food and shops minutes away. This bayside spot a was a delight.
Superhost
Home in Sarasota
5 out of 5 average rating, 4 reviews

Estate Living in The Meadows Golf Community

SheriRating, 5 stars11 months ago
This was our second stay in this stunning home. Jennifer and Amy were excellent to work with. They respond to communication promptly and authentically cared that we had the perfect stay. The home is beautiful and had everything we needed. My husband and I are already talking about returning. Highly recommend!!!
Guest favourite
Island in Sarasota
4.97 out of 5 average rating, 327 reviews

NEW 3/NTS JULY OPEN! Sarasota #1 Lux BEACH Villa

KaraRating, 5 stars1 week ago
We had a fantastic stay! The beach was just a short walk away and so easy to access, which made our days relaxing and stress-free. The private pool was a huge hit—our kids were entertained for hours, and it gave us plenty of time to unwind. Christopher was incredibly friendly and went above and beyond to make sure we had everything we needed. You can tell he truly cares about his guests’ experience. We would absolutely stay here again!
Top guest favourite
Flat in Longboat Key
4.95 out of 5 average rating, 103 reviews

Longboat Key-OCEAN FRONT- on the beach

JimRating, 5 stars1 month ago
Absolutely loved our stay! The place was spotless, beautifully decorated, and had everything we needed for a relaxing getaway. The location was perfect—just steps from the beach with stunning views and peaceful surroundings. Cindy was incredibly responsive and welcoming. We’ll definitely be back—highly recommend
Superhost
Home in Sarasota
4.76 out of 5 average rating, 114 reviews

5min to Siesta, Heated Pool & Jacuzzi, Grill, WiFi

JulianRating, 5 stars4 weeks ago
Our stay was amazing, Ven was a great host, unfortunately there are always minor issue that come about when staying in properties but their communication was so great it over shadowed all of our concerns! Thank you for the stay!
Guest favourite
Cottage in Sarasota
4.77 out of 5 average rating, 132 reviews

Siesta Key Cottages Crescent 1B Beach/Pool/Hot Tub

ElbaRating, 5 stars1 day ago
Marc and Dave made our stay incredible. Their response was always fast and helpful. Great location and amenities.
Guest favourite
Apartment in Bradenton
4.86 out of 5 average rating, 114 reviews

Florida Bella Rosa-2 spas & pools near IMG/beaches

KylaRating, 5 stars3 weeks ago
Our family really enjoyed our stay at Daniel’s condo in Bradenton. It was very clean, updated, quiet,and spacious with great amenities in the complex. We highly recommend this rental to couples or families. Daniel also provided perfect communication and local recommendations. Very convenient area with great access to grocery and 15 minutes to beaches at Anna Maria Island.

Family- and pet-friendly home rentals

Guest favourite
Home in Ellenton
4.86 out of 5 average rating, 118 reviews

Open Water Home Bring your boat! No storm issues.

HeidiRating, 5 stars1 day ago
Kristina’s home was fabulous with an incredible water view. We saw dolphins swimming right at the sea wall. It was a very relaxing stay. We would definitely stay here again!
Guest favourite
Home in Bradenton
4.95 out of 5 average rating, 259 reviews

Paradise Retreat

TeresaRating, 5 stars1 week ago
Maggie’s place is perfect!! So convenient to everything you need!! Everything in house that you would need and also everything you need to go to the beach!!! Maggie is very fast to responding to any questions you have!! 5 star for sure!!
Guest favourite
Home in Holmes Beach
4.97 out of 5 average rating, 135 reviews

Twin Palms: Big House Steps to Beach w/Lush Pool

BrandonRating, 5 stars1 week ago
Staying a this Airbnb on Anna Maria island was nothing short of amazing. From the moment we arrived, everything exceeded our expectations. The location was unbeatable, just a short stroll to the beach, where we spent our mornings. The home itself was spotless, beautifully maintained, and had everything we needed. The private pol was a dream-crystal clear and perfect for relaxing after a day at the beach. It truly felt like our own personal oasis. What really made the experience stand out was the host. Communication was prompt, friendly, and thoughtful from start to finish. They went above and beyond to make sure we felt welcome and had everything we needed to enjoy our stay. If you're looking for a peaceful, beachside retreat with all the comforts at home- and then some- this is the place. Anytime we travel to this island this is the first place I will check to see if it is available.
Superhost
Villa in Sarasota
4.76 out of 5 average rating, 127 reviews

Aloha Villa Pet Friendly 3 miles to Siesta Key #2

AwildaRating, 5 stars2 months ago
I visited Sarasota with my family from the state of Rhode Island from April 4 to April 7 and we stayed at Jason’s & Laura house and it was an amazing experience. The house was very clean and organized. The house is located on a great neighborhood, super safe and great amenities. The house was stocked with beach supplies like beach chairs, beach towels, a boogie board and a beach cooler that was so nice. The house was exactly what we were expecting, I would recommended to everyone. Thank you Josh and laura.
Guest favourite
Home in Bradenton
4.77 out of 5 average rating, 258 reviews

Tropical Paradise - Private Pool - Close Beaches

DarleneRating, 5 stars3 weeks ago
Will definitely stay again if I ever come back this way. I wanted a place that had a private pool and was pet friendly. I got both. The neighborhood is peaceful. The house is very spacious and clean. One downside, there is no tv in the master bedroom but that was fine too. Don’t need to be in bed with a pool like this one. Thank you for allowing me to stay.
Guest favourite
Flat in Downtown Sarasota
4.87 out of 5 average rating, 180 reviews

Hip Walkable District Water & Performance Theaters

ShannonRating, 5 stars22 months ago
Great area and lovely room. I ended up getting sick my first day of vacation and spending a lot of time inside and in bed but thankfully the bed was comfy and the apartment was cozy and clean. Would highly recommend!
Top guest favourite
Guest house in Sarasota
4.99 out of 5 average rating, 117 reviews

Sarasota Pool House

DanRating, 5 stars2 months ago
This was our second time staying at Lubos pool house. We really enjoyed our stay and are already looking far time to escape back. Great location near restaurants, stores and beaches. Back yard and pool are a dream and very peaceful.
Guest favourite
Home in Palmetto
4.91 out of 5 average rating, 154 reviews

Historic Home with Boat parking 0.6M of Boat Ramp

SandyRating, 5 stars3 days ago
We loved Ben and Ann’s place. It was just as described and more. Very comfortable and inviting. The location was perfect for us with great places to go within a short walk or drive. Ben and Ann were easy to contact if needed. Their home was comfortable and had all the amenities one could ask for. We highly recommend their place and will definitely return.

Family-friendly home rentals with a pool

Guest favourite
Home in Bradenton
4.96 out of 5 average rating, 137 reviews

"Oasis Villa Retreat" Near Beaches and IMG Academy

LydiaRating, 5 stars2 weeks ago
Sheron’s place is as described and made me felt at home
Top guest favourite
Flat in Sarasota
4.94 out of 5 average rating, 153 reviews

Super Clean! 2/2 condo Walk to SKey!

MargaretRating, 5 stars1 month ago
This place was perfect for two couples and close to the beach etc The beds were comfortable and check in and check out easy. We would stay here again
Guest favourite
Hotel room in Venice
4.86 out of 5 average rating, 224 reviews

Near Downtown/Beach | Tropical Villas Venice Beach

KristinRating, 5 stars2 days ago
The tropical villas were a great place to stay! Very cozy, clean and my favorite part was how accessible it was to everything. They had bikes for us to use which was amazing, we rode them to the beach each day and then to the town for lunch and dinners and shopping. We also made good use of the beach supplies in the closet. The sand sifter helped us find the most amazing shells and shark teeth! We want to come back here asap, loved it here.
Top guest favourite
Home in Bradenton
4.99 out of 5 average rating, 101 reviews

Pickleball | Heated Pool | Game Room | 4 Min to Be

OmarRating, 5 stars1 week ago
We had a great time. Super clean, beautiful home, full of extras. The property has many things to do and keep everyone entertained. Great communication, definitely one of our favorite vacation homes. Can’t wait to stay here again!!!
Guest favourite
Home in Sarasota
4.88 out of 5 average rating, 156 reviews

5 minutes to private Siesta Key Beach + 2 pools

DonnaRating, 5 stars1 month ago
Solen was an amazing host—very responsive, friendly, and helpful throughout our stay. She even brought us a brand-new can opener when we needed one! The house was spotless, cozy, and located in a great area. We had a wonderful time and would definitely stay again!
Top guest favourite
Home in Anna Maria
4.94 out of 5 average rating, 178 reviews

Discount 33% June 3-Day and July 4-Day w/Dock-Pool

KyleRating, 5 stars1 week ago
Very responsive owners and the place/location meet just what we were looking for!
Guest favourite
Home in Sarasota
4.86 out of 5 average rating, 170 reviews

The Sea is Calling

KellyRating, 5 stars4 weeks ago
This house was beautiful and we felt right at home! The pool was wonderful!! They provided everything you need for a beach/ pool vacation. We loved it, would stay again if in the area!!
Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 105 reviews

SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!

MattRating, 5 stars3 weeks ago
Great place, very clean and had everything we needed. Instructions very clear and the pie waiting for us in the fridge was much appreciated! The beach gear was a nice touch, just a pity the weather wasn’t kind to us.

Quick stats about holiday rentals that are family-friendly in The Meadows

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹6,018 before taxes and fees

  • Total number of reviews

    160 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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