
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.

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.

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.

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!

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

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.

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees
Welcome to Siesta Fiesta, where dreams of relaxation become reality. With the backyard heated pool and hot tub, you have your own oasis to channel inner peace. If you’re feeling froggy, hop over to the beaches, take a kayak tour through the mangroves, a beautiful chartered sunset cruise, or try some of the local eateries that guests rave about! Whether you want to stay in, or go out, this home offers you everything you could need or want and will satisfy for pure relaxation or adventure!

Gorgeous renovation with pool, minutes from beach
Light, bright and newly renovated. Beautifully decorated 3 bedroom home minutes from Siesta Key and downtown. The spacious modern kitchen has a slider that leads to covered porch and large pool with private fenced yard. A second slider from the porch leads to the master bedroom with master bath and walk in closet. Open living room and 2 additional big bedrooms make the house perfectly comfortable for 6. Everything you need is right here! Siesta Key Beach Distance - 16 Min; 6.1 Mi

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.

Roselawn St | Private Pool, Fire Pit + Patio!
BNB Breeze Presents: Roselawn Street! Located in the heart of Sarasota, just 10 minutes away from Siesta Key Beach, the location of this home is everything! This stunning oasis with a private pool and basketball court includes: • Private Heated Pool - heated at NO extra cost from Nov 21 - April 1st • Miniature Basketball Court • Covered Outdoor Dining Area + Grill • Lightning Fast Wi-Fi (Perfect for Remote Work!) • Incredible Fire Pit w/ String Lights! • 2 Living Rooms

The Palms-Heated Private Pool Hot Tub-5mi to beach
THE PALMS is a single-family home with heated private pool in the heart of Sarasota. The home is 5 miles to the #1 beach in the USA: Siesta Key Beach. It offers 3 bedrooms, 2 bathrooms, a large living space & screened-in sunroom. The fully private, fully enclosed outdoor space is one-of-a-kind with a heated pool, hot tub, BBQ grill, fire pit, beach bar, outdoor TV & lounge chairs for families & snowbirds to enjoy Florida living in style!

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

Relax+ Jacuzzi | 9 Min to Siesta Key Beach
Important for privacy-conscious guests: You are renting a fully private home. There are no shared spaces of any kind. Stylish 4BR home 9 minutes from Siesta Key. Private jacuzzi, equipped kitchen, fast Wi-Fi, and outdoor grill. Sleeps 8, 2 bathrooms. Pet-friendly with fee. Please note: A separate structure on the property has its own entrance and does not share space with the guest home.
Popular amenities for Ridge Wood Heights family-friendly rentals
Family-friendly home rentals with a hot tub

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard

[The Paradise Palms] Salt Water Pool & Hot Tub

Tropical Oasis Heated Pool Hot Tub Near Siesta Key

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

Deja Blue Villa Salt Water Heated Pool & Spa

The Blessing House- Htd Pool/Spa, Close to Beaches

Last MIN AUG Sarasota #1 Luxury Villa! PRIV BEACH!

Sun-filled cottage with pool, walk to beach
Family- and pet-friendly home rentals

Near Siesta Key | Quiet, Family-Friendly, 3 Beds

Lake View 1BR Condo | Heated Pool Near Siesta

The Key Lime Cottage 2 miles from Siesta Key Beach

Cozy 2BD/2BA with Heated Pool Near Siesta Key

Sarasota Sandpiper: 4 Bed/3 bath + Pool

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Beachy Cottage close to Siesta | 3 Bed | Huge Pool

The Cottage, very close to Siesta Beach!
Family-friendly home rentals with a pool

Coastal Paradise w/ Pool & Dock, Minutes to Siesta

The Gulfside Oasis - Pool, Space & Florida Charm

Renovated charmer w/ heated pool

4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key

Sandy Feet*family friendly*htd. pool*5mls to beach

Private Pool +Game Room Near Siesta Key | Sleeps 9

Beautiful, Spacious Heated Pool Home

Poolside Paradise on Quiet Cul-de-Sac Near Beach
Destinations 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
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Hard Rock Casino
- Manasota Key Beach
- Vinoy Park
- Crescent Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- MidFlorida Credit Union Amphitheatre
- Fort De Soto Park
- Anna Maria Public Beach
- Cortez Beach
- Img Academy
- River Strand Golf and Country Club
- Splash Harbour Water Park





