Family-friendly vacation rentals in Saint Armands Key

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Popular amenities for Saint Armands Key family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
The image captures a shared pool area surrounded by lush greenery and palm trees. Lounge chairs with blue umbrellas are positioned around the pool, which is enclosed with a white fence. A pathway leads through well-maintained landscaping, enhancing the inviting outdoor space.
Condo in Sarasota
4.91 out of 5 average rating, 66 reviews

Steps from Lido Beach & St. Armands Circle

Rita DawnRating, 5 stars1 month 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 favorite
A screened-in pool area features a sparkling pool surrounded by a spacious patio. Lounge chairs provide seating options, while colorful floaties rest on the water's surface. The backyard is lined with lush greenery, offering a sense of privacy and relaxation.
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 favorite
A landscaped pathway is flanked by vibrant flowering plants and palm trees. Neatly trimmed grass lines the walkway, leading to a serene courtyard. Soft lighting from a garden lantern adds to the peaceful ambiance of this tropical setting.
Condo 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.
Top guest favorite
A sandy pathway leads through lush greenery, providing access to a charming two-story building. The structure features a spacious balcony, surrounded by palm trees and local vegetation, under a bright blue sky with scattered clouds.
Apartment 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
A private pool area is surrounded by tropical greenery, featuring a wooden deck with smooth steps leading down to the water. Bright lounge chairs sit nearby, and pool floats are casually draped over the railing, inviting relaxation and enjoyment.
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 favorite
A spacious backyard is showcased, featuring a six-hole putting green with vibrant green turf. String lights are draped overhead, creating a warm ambiance against a pastel sunset sky. Outdoor seating areas and a solid fence provide privacy, enhancing the inviting outdoor environment.
Home in Sarasota
5 out of 5 average rating, 9 reviews

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

PamelaRating, 5 stars4 days 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 :).
Guest favorite
An aerial view captures the expansive Siesta Key coastline, showcasing a stretch of sandy beach meeting calm blue waters. Nearby buildings and lush greenery punctuate the landscape, highlighting the serene environment just minutes away from the cottages.
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.
Superhost
A modern dining area features a sleek glass table with four stylish chairs. The table is set for a meal, showcasing elegant dinnerware and a decorative centerpiece filled with vibrant flowers. The backdrop consists of contemporary kitchen cabinetry and countertops.
Apartment in Bradenton
4.79 out of 5 average rating, 52 reviews

Modern Condo! Two Pools~WiFI. By IMG~Beaches~AMI.

MonicaRating, 5 stars2 months ago
Very beautiful, clean , modern well kept place .. would definitely stay again .. highly recommend.. Thanks for hosting us ..

Family- and pet-friendly home rentals

Guest favorite
A private tropical heated pool is framed by lush greenery and palm trees. A lounge chair with a colorful towel rests beside the tranquil blue water. The inviting pool area is enclosed in a screened area, enhancing privacy and comfort.
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
A pineapple plant is featured prominently in the foreground, with a small pineapple developing. In the background, the house is framed by greenery and a porch with white railings, complemented by soft natural lighting.
Home in Sarasota
4.83 out of 5 average rating, 241 reviews

The Pineapple Suite.Teal tropical home in Sarasota

SikaRating, 5 stars2 weeks ago
Wonderful quiet place to stay. Great location.
Guest favorite
An oversized private pool is surrounded by lush tropical plants and palm trees, offering a serene atmosphere. The pool features a gently curving shape and a tiled edge, with comfortable lounge chairs positioned nearby for relaxation.
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 favorite
The bungalow features a bright yellow exterior with a charming front porch and large windows. A gravel pathway leads to the home, surrounded by lush greenery. An outdoor seating area with a red umbrella and chairs is visible, providing a cozy spot for relaxation.
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 favorite
A neatly arranged sleeping area features a queen-sized adjustable bed dressed in a yellow quilt. A decorative bench with a grid pattern stands at the foot of the bed, and warm light emanates from a lamp beside the bed. A mirror and framed artwork add visual interest to the space.
Apartment in 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 favorite
A rectangular swimming pool is surrounded by a paved patio featuring a round table with four metal chairs. Potted plants with various greenery decorate the area, and a small structure is visible in the background under a clear blue sky.
Guesthouse 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 favorite
An inviting living space showcases a comfortable seating arrangement, including two black lounge chairs and a stylish dining area. Natural light floods through large windows, illuminating a decorative shelf filled with coastal decor. A circular rug adds a touch of warmth to the wood flooring.
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.
Guest favorite
An outdoor dining area features a large table set with plates and glasses, surrounded by seating. A pool is visible nearby, framed by lounge chairs under a covered patio with ceiling fans. The walls are painted in a vibrant blue, enhancing the inviting atmosphere.
Home in Sarasota
4.93 out of 5 average rating, 170 reviews

Sarasota Sandpiper: 4 Bed/3 bath + Pool

LeeRating, 5 stars1 week ago
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

Top guest favorite
A modern kitchen features white cabinetry and a spacious counter. Stainless steel appliances, including an oven and microwave, are visible. A decorative beach sign adorns the wall, and a bowl of fresh fruit sits on the counter, adding a pop of color to the bright space.
Condo in Siesta Key
4.85 out of 5 average rating, 174 reviews

Best Siesta Key Condo

FrankRating, 5 stars1 day ago
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!
Top guest favorite
A serene community pool is surrounded by a fence and complemented by lounge chairs positioned nearby. The pool's clear blue water reflects the sunlight, while the yellow exterior of the building provides a warm backdrop. Windows with awnings complete the inviting atmosphere of the area.
Apartment 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
Top guest favorite
A serene private pool area is framed by lush greenery and palm plants, with a view of a white fence. Two blue Adirondack chairs sit on the grass beside the pool, inviting relaxation under the sun.
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!
Top guest favorite
A private pool is surrounded by a tropical landscape, featuring palm trees and vibrant plants. The clear water reflects the blue sky, and a spacious deck with paver stones offers a welcoming area for relaxation. A canal can be seen in the background.
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 favorite
A single-story home is depicted, featuring a light-colored facade and a two-car garage. Lush green grass surrounds the property, with palm trees partially framing the view. The sky is filled with fluffy clouds, enhancing the welcoming appearance of the residence.
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!!
Superhost
Apartment in Sarasota
4.84 out of 5 average rating, 311 reviews

· King bed . Pool. Daily rentals

LeslieRating, 5 stars9 months ago
This will be my favorite. Definitely looking to be book again . Deserves more the 5 stars
Guest favorite
A vibrant outdoor space is highlighted by a heated saltwater pool surrounded by colorful shade sails. Comfortable seating options are arranged around a dining table, while lounge chairs and a barbecue grill complete the tropical atmosphere, enhanced by warm string lights.
Home in Bradenton
4.99 out of 5 average rating, 171 reviews

Coconut Dreams | Heated Pool | 4 min to AMI Beach

KristinaRating, 5 stars1 month ago
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!
Guest favorite
A heated pool is surrounded by palm trees and lounge chairs, providing a relaxing area for guests. The background features the condo complex and a view of the Intracoastal waterway, with several umbrellas scattered around for shade.
Condo in Siesta Key
4.93 out of 5 average rating, 163 reviews

Sea Club 2-Relaxing Siesta Key Condo-Mermaids Rest

DarlaRating, 5 stars1 week ago
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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