Family-friendly holiday rentals in Saint Armands Key

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Saint Armands Key family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Apartment in Sarasota
4.91 out of 5 average rating, 66 reviews

Steps from Lido Beach & St. Armands Circle

Rita DawnRating, 5 stars4 weeks ago
It was a nice clean place. I would definitely stay at Robert's place again. It right around the corner from St. Armands Circle and close to beach. They had everything you need for your stay houseware and beach stuff.
Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 139 reviews

Gorgeous Home / Heated Pool and Spa

KathrynRating, 5 stars1 month ago
Just returned from another great stay at Kayla’s place. Everything was fantastic, the backyard pool and jacuzzi were amazing. We also really appreciate Kayla’s responsiveness. Looking forward to returning next year!
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.
Guest favourite
Flat in St. Pete Beach
4.94 out of 5 average rating, 106 reviews

Traders' Haven - Historic 8th Ave Mega Beach Condo

JoyRating, 5 stars1 month ago
This house is the perfect old school Florida beach house! Daniel sent an email with all the information. Details all were accurate that I did not need to ask any questions. He also followed up to make sure check in was ok. Photos are accurate. So much space. Multiple areas to entertain inside and outside to settle into. Large dining room table and smaller kitchen table. Has all the supplies needed. Used the grill for burgers and brats. Even paid extra for the hot tub. Cool air conditioning and numerous fans. Close to walkable restaurants and beach. Love, love, love this house and we hope to stay at again one day! (Side note: It is the whole second floor and access was by stairs only. Not a problem for us. Kitchen does not have a dishwasher and again not a problem for us.) Thanks 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 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
Villa in Sarasota
4.96 out of 5 average rating, 47 reviews

7891 Timberwood, Sarasota, Florida

RobRating, 5 stars2 months ago
We enjoyed the villa. It was close to Siesta Keys. There were a lot of restaurants close by
Guest favourite
Home in Sarasota
5 out of 5 average rating, 8 reviews

Putt 'n Plunge Paradise: 3/2 15 mins to Beach!

PamelaRating, 5 stars1 day ago
I love love this place. What a beautiful peaceful house. I rented the house for me and my daughters, we had an amazing time there. The house comes with everything you need for a getaway. It’s close to so many beaches, restaurants, shopping and grocery stores. Only 15 min away from my favorite beach which is Lido Beach. Erinn is a lovely host, communicating immediately and extremely friendly. I would definitely stay here again :).

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!!
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 stars6 days 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.
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
Bungalow in Sarasota
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 Sarasota
4.96 out of 5 average rating, 125 reviews

5 Star! Walk/Bike DTN ~ 5 mi to Lido Beach Pets Ok

ElizabethRating, 5 stars3 months ago
We had a wonderful time in Sarasota. Maureen and Patrick are clearly hosting pros. The kitchen was well-stocked, so we cooked most of our meals, made coffee/tea in the mornings, and kept groceries from the nearby Publix in the fridge. We enjoyed making dinner and sitting out on the screened in porch. The neighborhood was very residential and safe. The bathrooms and bedrooms were well-stocked and comfortable. Five college girls slept comfortably across the three rooms and I would say one more could definitely have fit as well. The house had a carport with a washer and dryer with detergent, beach chairs, umbrellas, and puzzles. Even when it rained, we enjoyed sitting in the house and reading because the space was relaxing and comfortable If you’re planning on going to the beach, download the Bayrunner/Breeze Rider apps to catch the free trolley. The trolley was a short walk away through the neighborhood and we enjoyed riding to the beach every morning.
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.
Superhost
Guest suite in Sarasota
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
Guest favourite
Home in Sarasota
4.83 out of 5 average rating, 227 reviews

Home away from home mins to Siesta Beach!

MikeRating, 5 stars4 days ago
Melissa has a beautiful place and is a wonderful host. Extended our stay one day due to a last-minute change. Very responsive and helpful! Cannot recommend the location more - quiet, close to everything you need. Stay here while in Sarasota...unless we're there!!

Family-friendly home rentals with a pool

Top guest favourite
Apartment in Siesta Key
4.85 out of 5 average rating, 173 reviews

Best Siesta Key Condo

AndrewRating, 5 stars3 weeks ago
We had a very good time at Siesta Key and enjoyed our time at Maureen's place. The building is older, the amenities are well maintained and the condo itself is well cared for. I did find some mystery stains on the mattress and the decorative pillows in my room, but I'm guessing they are just spills that were difficult to get out. More importantly, the boat dock is usable, albeit with some difficulty if the boat is larger than 22 feet or so. We figured out on the second day that the best way to dock was parallel to the intracoastal between the posts and to tie off with lines on either side of the stern and with a single line on the bow. I would check ahead to make sure the dock is available, but we had no other boats docked there on a holiday weekend. The private beach access was a lifesaver on a holiday weekend, despite the short walk required to get there. Having both intracoastal and beach access is the biggest value of the place in my opinion.
Top guest favourite
Apartment in Siesta Key
4.92 out of 5 average rating, 239 reviews

Sea Club 2-Relaxing Siesta Key Condo-Siesta Sky

KassandraRating, 5 stars1 week ago
Such a beautiful stay with all the amenities, clear instructions and a clean place with everything you need surrounding you. Beautiful home, I appreciate the stay!
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 stars4 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.
Top guest favourite
Home in Siesta Key
5 out of 5 average rating, 144 reviews

Beach, Village, Dock & Private Pool! One-of-a-kind

ZacharyRating, 5 stars1 month ago
Marko’s family home was beautiful, charming, and spotlessly clean. The home is perfectly located, walkable to beautiful beaches and great restaurants and shops, including the market. Marko was extremely hospitable, ensured we were all set and gave wonderful recommendations. We loved this place and will be back again next year. Thank you!
Guest favourite
Flat in Siesta Key
4.81 out of 5 average rating, 242 reviews

Cozy, Remodeled Studio Steps from Siesta Key Beach

MattRating, 5 stars2 weeks ago
Perfect spot right across from Sarasota Beach! Quiet, very clean, great pool, and very responsive host! We loved our stay and have favorited Vanessa as a host so we can check out her properties when we come back. Highly recommend this host and property for your trip to Siesta Key.
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
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!

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