
Family-friendly holiday rentals in Ridge Wood Heights
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Top-rated family-friendly rentals in Ridge Wood Heights
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Beachy Cottage close to Siesta | 3 Bed | Huge Pool
Welcome to The Salty Unicorn, your cheerful Sarasota escape just five miles from Siesta Key Beach. This fully renovated 3-bedroom home is designed for relaxation and fun, with a bright open layout, stylish coastal décor, and plenty of space to gather with family or friends. Start your mornings with coffee by the pool, spend sunny afternoons swimming or lounging in the spacious backyard, and end the day with dinner in the screened lanai. Whether you’re here for beach days, family time, or a peace
4.89 out of 5 average rating, 107 reviews
Tiki Bar Paradise! Heated Pool & Gaming Oasis!
Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.
4.94 out of 5 average rating, 106 reviews
Siesta Breeze ~ Charming Coastal Cottage
Message me for 🔥🔥 last minute deals!! 5 miles from Siesta Beach, named No 1 Beach in the US, No 4 in the World by Tripadvisor; close enough to feel the sea breeze:) You will have 2 bathrooms, 2 bedrooms with queen beds and a flex room with a futon and work area, for 3 private sleeping areas. You will be located in the heart of Sarasota, with restaurants and grocers within a mile or two. The kitchen is fully equipped and the yard fully fenced. The host is conveniently located next door.
4.99 out of 5 average rating, 145 reviews
Cozy! 3 Bedroom, 2 bathroom House
Newly renovated house, located minutes from #1 beach, Siesta Key. Conveniently located near downtown Sarasota for dining and shopping. At the same time in a quite neighborhood with many places to explore. Enough room for 2 families. Stay in and enjoy your home prepared BBQ, spend time at the most beautiful beaches, visit many parks and water sport activities. In this house you will find: new furniture, fully equipped kitchen, beach charis, towels, and so much more. Come as you are to enjoy!
4.95 out of 5 average rating, 43 reviews
Modern 4BR Home *Heated Pool & Spa*
Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265
4.95 out of 5 average rating, 199 reviews
1 House 1400sq. ft. 12 min from Siesta Key!
12 min. from Siesta Key Beach!! Perfect cozy vacation home in quiet, friendly neighborhood. Central to lots of shopping/restaurants. 1-king, 1-queen, bunk beds w/ 1-full & 1-twin. Dog & cat friendly w/ large private fenced yard, & 1-men's & 1-women's bike. Air hockey table w/ board games & pool toys. Fully loaded kitchen & W/D. Spacious living w/ large sectional, swing chair, & all bedrooms come w/ TVs & free Netflix & Hulu. Looking forward to hosting you! Message me anytime w/ questions.
4.8 out of 5 average rating, 189 reviews
Papi's House - 5 miles to Siesta Key & Downtown
This newly remodeled 2 bed, 2 bath home is centrally located in Sarasota. With plenty of space to spread out, beautiful natural light that pours into every room and a private fenced-in yard, this is the perfect place to relax. This home is located in a quiet neighborhood and just 5 miles away from the #1 rated Siesta Key Beach and downtown Sarasota. It offers plenty of driveway parking. Beach chairs and a cooler are provided for your days at the beach. Fast WIFI is also available.
4.93 out of 5 average rating, 141 reviews
Little Creek Retreat/4.5 mi to the Beach!
Find your peace and quiet right in the heart of Sarasota. Spacious farmhouse on an acre of old Florida land, decorated with palms, oaks, giant philodendrons, colorful crotons and Korean hibiscus bushes. Wake up with birds, walk with butterflies along the quiet creek, fall asleep with the sounds of crickets. Enjoy a full body and mind recharge with the conveniences of the vibrant downtown Sarasota in your arm's reach and just moments away from the world-renowned Siesta Key Beach!
5.0 out of 5 average rating, 31 reviews
The Oasis-Private Heated Pool Hot Tub-5mi to beach
"The Oasis" is a renovated beach cottage with heated private pool & hot tub in the heart of Sarasota. It's 5 miles to the #1 beach in the USA: Siesta Key Beach. The cottage offers 2 bedroom & 2 bathrooms, and a bonus room that can be used to sleep 6 comfortably. The one-of-a-kind fully private, fully enclosed backyard includes heated pool, hot tub, BBQ grill, outdoor dining table & fire pit for families & snowbirds to enjoy Florida living!
4.96 out of 5 average rating, 227 reviews
Cozy Bungalow Near Siesta Key Beach
Bright 1BR/1BA bungalow in Sarasota's Ridge Wood Heights, sleeping up to 4. Cozy queen bedroom, living room pullout sofa, and a fully stocked kitchen with drip and Keurig coffee. Central air, in-unit laundry, private side patio, and beach gear provided. Minutes from Gulf Gate Village, about 10 minutes to Siesta Key Beach, 15 to downtown Sarasota. Easy self check-in, SRQ airport 20-25 minutes away. Your quiet, comfortable Florida home base.
4.96 out of 5 average rating, 101 reviews
Adorable studio close to Siesta beach!
Come stay in this private studio with its own fenced in patio in the back! Has shared washer and dryer. New Queen bed ,pullout couch (twin). gas grill,toaster oven/airfryer, microwave , hot plate for cooking and full fridge plus ac unit. Rainfall showerhead and river stones on shower floor. beach chairs ,towels available. Off street parking in driveway. The famous, huge fresh market " Detweilers" is only 1.5 miles away
4.96 out of 5 average rating, 472 reviews
Turtle Nest Oasis • Hot Tub • 5 mi to Siesta Key
🐢Escape to 'The Turtle Nest,' a peaceful 3BR/2BA Sarasota oasis for 6. Just 5 miles from Siesta Key Beach, this private home is perfect for families or romantic getaways. Enjoy a lush backyard with a bubbling hot tub, a dedicated workspace, and all the beach gear you need for a seamless tropical retreat. Your perfect Florida vacation starts here!
5.0 out of 5 average rating, 213 reviewsPopular amenities for Ridge Wood Heights family-friendly rentals
Family-friendly home rentals with a hot tub

Fruit /Botanical Garden Estate 2 ml to downtown EV
4.97 out of 5 average rating, 104 reviews
Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees
4.97 out of 5 average rating, 137 reviews
Luxury 3/3 with Heated Pool, Spa, & Putting Green!
5.0 out of 5 average rating, 109 reviews
Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard
4.8 out of 5 average rating, 138 reviews
Quiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower
4.92 out of 5 average rating, 190 reviews
[The Paradise Palms] Salt Water Pool & Hot Tub
4.85 out of 5 average rating, 104 reviews
Tropical Oasis Heated Pool Hot Tub Near Siesta Key
4.98 out of 5 average rating, 129 reviews
Breathtaking Beachfront Views in Siesta Key
5.0 out of 5 average rating, 103 reviewsFamily- and pet-friendly home rentals

Gorgeous renovation with pool, minutes from beach
4.88 out of 5 average rating, 101 reviews
Oasis by Siesta Key Beach and Downtown SRQ w/pool
4.94 out of 5 average rating, 142 reviews
Sarasota Sandpiper: 4 Bed/3 bath + Pool
4.91 out of 5 average rating, 204 reviews
Serenity Lake
4.98 out of 5 average rating, 104 reviews
Mid-Century Retreat close to Everything.
4.86 out of 5 average rating, 109 reviews
Sarasota Summer House
4.97 out of 5 average rating, 31 reviews
Cheerful 4-bedroom home with a private pool
4.76 out of 5 average rating, 25 reviews
Blue Heron Lodge
4.93 out of 5 average rating, 86 reviewsFamily-friendly home rentals with a pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
4.98 out of 5 average rating, 129 reviews
Roselawn St | Private Pool, Fire Pit + Patio!
4.85 out of 5 average rating, 123 reviews
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
5.0 out of 5 average rating, 25 reviews
Renovated charmer w/ heated pool
5.0 out of 5 average rating, 34 reviews
Cozy Getaway Home near Siesta Key Beach
4.98 out of 5 average rating, 48 reviews
Sandy Feet*family friendly*htd. pool*5mls to beach
4.96 out of 5 average rating, 28 reviews
Private Pool +Game Room Near Siesta Key | Sleeps 9
5.0 out of 5 average rating, 19 reviews
Poolside Paradise on Quiet Cul-de-Sac Near Beach
5.0 out of 5 average rating, 41 reviewsDestinations to explore
- Miami Holiday rentals
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- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Caspersen Beach
- Hard Rock Casino
- Vinoy Park
- Manasota Key Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Crescent Beach
- MidFlorida Credit Union Amphitheatre
- Img Academy
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach
- Fort De Soto Park
- Splash Harbour Water Park





