
Family-friendly rentals near Siesta Beach
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Siesta Key 1/1 King bed “Sunset Suite” Pool Kayaks
We pay your AIRBNB service fees for you! Updated & inviting coastal getaway, located on the island of Siesta Key in a small resort called Solitude Suites on Siesta Key. The “Sunset Suite” has a living/dining/kitchenette area w/ 65” TV, a separate bedroom & a separate bathroom. Off the bedroom is a private open wood deck. Table & chairs allow you to enjoy the perfect view of a Siesta Key sunset. New shower in Dec 2023! 2 min drive or 10 min walk to beach! Enjoy FREE Kayaks, SUPs & Tiki Huts!

The Mango House Beach Cottage
Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

The Cottage At Central Park
There is no more charming place to stay! From the minute you step inside this immaculate and cozy private residence you will feel right at home. With a beautiful open kitchen, natural light that pours into every room, a spacious back porch overlooking the pool and fenced in yard with a fire pit, this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

Magical Guesthouse 1 mi from SRQ airport
@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

Steps away from beach and village! #1 in Siesta!
The Little Sandy... Your secret hideaway Incredibly located Two bedrooms, one bath Sleeps 6 easily Bring the kids...or not Walk everywhere. 3-minutes to the beach, 8 to Siesta Village Super-fast Wi-fi! Icy A/C Lovely pool Play in the water, play on the sand, play in the village Rinse and repeat Comfy beds, soft towels A great night's sleep And the best hosts on Airbnb Tradewinds included free of charge. So book now and find your Siesta-self Just like you, only funner.

Oasis by Siesta Key Beach and Downtown SRQ w/pool
Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!

Oceanview: Open Wed & Thurs, $150/nt + Fees!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and onward to the secluded beach with loungers. Enjoy a relaxing vacation at our peaceful condo at The Beach on Longboat Key Resort!

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking!

Siesta Keys stylish and affordable Airbnb.
Relax while you stay in a colorful and warm Siesta Key/Sarasota neighborhood home that is only minutes from the famous Siesta Key beach. Enjoy your private, safe, and comfortable suite while being in close reach to all that Florida has to offer. Your suite is spacious and accommodating, wether your an individual, couple, family, or group of friends we have the space and amenities for you to maximize both your comfort and fun time while here in Florida :-)

Cozy 1BR Beach Condo on Siesta Key!
Experience the best of both worlds in this beautiful bayside 2nd floor unit! Sea Club II offers the charm of Old Florida with its shell driveway and old oak and palm trees throughout the property. Relax by the upgraded bayside pool or enjoy Happy Hour by the Tiki Hut or on the open lawn and watch the boats (BIG and small) pass by on the intercoastal. Grills are available for guests to use by the pool area. We also have a new fishing pier and boat dock.

Siesta Key Beach Front Condo
Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year! This condo is nicely situated on the 2nd floor. The large screened lanai provides spectacular gulf coast views.

Cozy Private Estudio • Near IMG, Beach & Airport
Cozy tropical retreat just 4.6 miles from Sarasota Airport and 7 miles from the beach. Perfect for two! Enjoy a private stock tank pool, fully equipped kitchen, comfy bed, fast Wi-Fi, and free parking. Relax in your own peaceful outdoor space and feel the tropical vibe. Ideal for a romantic escape, a beach weekend, or simply to unwind in a unique and private setting.
Popular amenities for family-friendly rentals near Siesta Beach
Family-friendly home rentals with a hot tub

Quiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower

Family Retreat w/Pool&HotTub 5 min to Siesta Key!

Luxury 3/3 Margaritaville Resort

New Renovation 4bd 2bth Pool 3mi from Siesta Beach

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Beach House with jacuzzi near AnnaMariaIsland

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

Shorewalk full condo IMG Beaches Anna Maria
Family- and pet-friendly home rentals

Perfect Florida location: Craftsman Carriage House

Private Siesta Beach House Oasis with Heated Pool.

Sweet, pet friendly Siesta Suite

5Stars Tiki, Heated Pool, Close to Beaches and ALL

Tropical Luxury: Pool, Game Room, Near Beaches

Duplex - just mins to Siesta Beach - Pet Friendly

Barefoot bungalow. Near beaches and amenities.

1 Bed 1 bath 7 mins to the beach
Family-friendly home rentals with a pool

Sun-filled cottage with pool, walk to beach

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Newly Renovated- 150 Yards to Beach & Restaurants!

Beautiful White Sand Siesta Key Beach

Toes In The Sand | Private Pool, Walk to Beach!

Relax in a Private Tropical Retreat on Siesta Key!

The Palms Away

Poolhouse 1/1, 4 min from Siesta
Family-friendly home rentals with wifi

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

100 Steps to beach access & 5-min Village walk

Cabana/Guest house w/spa/pool 5min to Siesta key.

Johnnys Island Palm | Walk to Beach & Dining

Amazing beach view! Entire unit renovated!

Siesta Premier Location - The 'Calm of Siesta'

Siesta Key Fully-Renovated Unit 5 min to the beach

Top Floor Beautiful View Condo-Shore To Please
Quick stats about family-friendly rentals near Siesta Beach
Total rentals
1.4K properties
Nightly prices starting at
€ 52 before taxes and fees
Total number of reviews
20K reviews
Pet-friendly rentals
150 properties allow pets
Rentals with a pool
1.2K properties have a pool
Rentals with dedicated workspaces
660 properties have a dedicated workspace
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- Family-friendly rentals Sarasota County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Anna Maria Island
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Streamsong Resort
- Gulfport Beach Recreation Area
- Jannus Live
- Manasota Key Beach
- North Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Englewood Beach
- Fort De Soto Park
- Lakewood National Golf Club