Family-friendly holiday rentals in Sarasota Springs

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Popular amenities for Sarasota Springs family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 140 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
Apartment in St. Pete Beach
4.88 out of 5 average rating, 150 reviews

Sun, Beach Views, and Smiles!!!

JoannaRating, 5 stars6 days ago
Beautiful place and incredible host! Place was extremely clean and cozy, only thing is that there was no soap and shampoo on bathrooms. But other than that everything was amazing, I recommend this place and this host.
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 stars4 weeks 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 stars3 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
4.76 out of 5 average rating, 131 reviews

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

MeredithRating, 5 stars1 week ago
This cottage was perfect for me, my husband, and our baby girl. We had the pool to ourselves the whole time, which isn’t guaranteed but was great. Weather was perfect. The beach is so close and so nice. The area has beautiful, large homes, which made for nice scenery when we walked. I really liked the location of this place vs the north end of Siesta Key. It was less crowded and very easy to navigate places. Dave, the property manager, was amazing. He was very informative, friendly, responsive, and helpful.
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.
Superhost
Apartment in Bradenton
4.83 out of 5 average rating, 166 reviews

Shorewalk at its best ..

BarneyRating, 5 stars1 month ago
My family and I enjoyed our stay in Bradenton at Shorewalk. The condo is on the second floor , not very many steps. The condo was clean and spacious and evening went great! Thank you Hannah and Helen for providing us a great place to stay during our trip!

Family- and pet-friendly home rentals

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!!
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 Sarasota
4.81 out of 5 average rating, 140 reviews

Vacation Paradise Close to Beach!

AprilRating, 5 stars2 months ago
What a beautiful home! It had all the comforts and convenience of being home. Jane was very responsive to any questions we had.
Guest favourite
Bungalow in Rosemary District
4.87 out of 5 average rating, 131 reviews

2BR, 2BA home in the heart of downtown Sarasota

JacquelineRating, 5 stars1 month ago
This place was a great home away from home for the week! It was clean, comfy, and cozy. It was in a great location, being about a 10 minute walk from some of the best local restaurants, and about 15 from downtown! We found a great breakfast spot I would highly recommend, called The Breakfast Company. Would definitely stay there again!! Great price and Erin was a great host with prompt and helpful responses when needed!!
Guest favourite
Home in Bradenton
4.77 out of 5 average rating, 258 reviews

Tropical Paradise - Private Pool - Close Beaches

DarleneRating, 5 stars2 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!
Superhost
Guest suite in Indian Beach-Sapphire Shores
4.85 out of 5 average rating, 291 reviews

Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!

NatalieRating, 5 stars3 weeks ago
Beautiful home, lovely host, very close to the beach. Home was very clean and welcoming. Would come back
Top guest favourite
Guest house in Sarasota
4.99 out of 5 average rating, 117 reviews

Sarasota Pool House

DanRating, 5 stars1 month 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.

Family-friendly home rentals with a pool

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, 223 reviews

Near Downtown/Beach | Tropical Villas Venice Beach

DanielRating, 5 stars5 days ago
Honestly, one of our best trips. The location, price, amenities, ease. Couldn't have asked for a better place. Martin and his staff were amazing. Even had a lavender candle gift left for our anniversary. Would love to go back. Between my wife and I, I can say this was one of our best Florida vacations.
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!
Guest favourite
Home in Bradenton
4.99 out of 5 average rating, 100 reviews

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

OmarRating, 5 stars5 days 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
4.86 out of 5 average rating, 170 reviews

The Sea is Calling

KellyRating, 5 stars3 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 stars2 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.
Superhost
Home in Sarasota
4.77 out of 5 average rating, 137 reviews

"Charming Pool Home 1 Mile from Siesta Key"

LoriRating, 5 stars6 days ago
The house was really great as were the hostesses. There were a few things like the air having to be set to 73 and no lower that seemed a bit odd for a summer day in Florida, but there were a ton of ceiling fans that helped keep things cool. The back yard and pool were a perfect little escape and it was a quick uber ride to some nice restaurants. If you want to be walking distance to the beach/water this may not be what you are looking for but Siesta Key is still less than a 20 minute car ride. Overall I would definitely stay with this group again. Instructions were clear and responsiveness/attentiveness was on point!
Superhost
Townhouse in Sarasota
4.78 out of 5 average rating, 358 reviews

Relaxing Condo Retreat Minutes from Siesta Key

WrenRating, 5 stars2 weeks ago
I enjoyed my stay. David is very responsive and gives detailed instructions on how to get into the house. The area is convenient, the neighborhood is peaceful, and the unit is clean. I recommend booking this place!

Quick stats about holiday rentals that are family-friendly in Sarasota Springs

  • Total rentals

    150 properties

  • Nightly prices starting at

    ₹6,925 before taxes and fees

  • Total number of reviews

    6.5K reviews

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with a pool

    90 properties have a pool

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

Destinations to explore