
Family-friendly vacation rentals in Saint Armands Key
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Top-rated family-friendly rentals in Saint Armands Key
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Family-friendly home rentals with a hot tub

Steps from Lido Beach & St. Armands Circle
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.

Gorgeous Home / Heated Pool and Spa
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.

Siesta Key Serenity At The Palm Bay Club
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.

Longboat Key-OCEAN FRONT- on the beach
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

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

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

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

Modern Condo! Two Pools~WiFI. By IMG~Beaches~AMI.
Very beautiful, clean , modern well kept place .. would definitely stay again .. highly recommend.. Thanks for hosting us ..
Family- and pet-friendly home rentals

Paradise Retreat
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!!

The Pineapple Suite.Teal tropical home in Sarasota
Wonderful quiet place to stay. Great location.

Tropical Paradise - Private Pool - Close Beaches
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.

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

Hip Walkable District Water & Performance Theaters
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!

Sarasota Pool House
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.

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

Sarasota Sandpiper: 4 Bed/3 bath + Pool
We had 3 adult dads and 3 teenage sons stay for 5 nights to compete at the US Rowing Youth Nationals at Nathan Benderson Park and the house was perfect. Yvonne was very attentive to our last minute booking. Bedrooms were perfect for the amount of people, kitchen was well stocked to handle 6 people plus more. We grilled out one night and the propane grill was perfect. We hit the pool once and was the perfect size. Bathrooms were very clean and neighborhood was quiet at night. House was in close proximity to the park as well as other restaurants so worked out for the back and forth daily driving that we did. Highly recommend Yvonne’s home for future groups/families
Family-friendly home rentals with a pool

Best Siesta Key Condo
Maureen’s condo is in a great location. Beach is not crowded at this location and the fishing dock on the inter coastal water way is a good place to hang out and fish! Everything was as described in the listing. Great condo and Maureen was a great host and answered all of our questions! We will stay here again. Thanks Maureen!

Super Clean! 2/2 condo Walk to SKey!
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

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

Discount 33% June 3-Day and July 4-Day w/Dock-Pool
Very responsive owners and the place/location meet just what we were looking for!

The Sea is Calling
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!!

· King bed . Pool. Daily rentals
This will be my favorite. Definitely looking to be book again . Deserves more the 5 stars

Coconut Dreams | Heated Pool | 4 min to AMI Beach
Coastal Breeze was the perfect getaway! The saltwater pool was the highlight—clean, refreshing, and so relaxing, we spent hours there every day. The home and yard were cozy and peaceful, and Christina and John were wonderfully responsive and flexible, making our stay seamless. If you have kids, this place is a must. All the things you could need were provided for a trip to the beach and tons of floties if you wanted to relax by the pool. Highly recommend!

Sea Club 2-Relaxing Siesta Key Condo-Mermaids Rest
We greatly enjoyed our stay at Chip and Miao’s place! It was comfy, spotless, and had everything we needed! The beach cart with the chairs and umbrellas were so nice to have, and it was a short walk across the street to the beach! The bed was super comfy and everything just felt clean and new. We had to change our dates a few times and Chip was super lenient with us and quick to respond. One of the chairs broke on our last day and he was super quick to respond then also and even offered to bring us a new one! We will definitely be back!
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Splash Harbour Water Park