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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.

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Superhost
Home in Gulf Gate Estates

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

KitchenFamilyBiking

4.89 out of 5 average rating, 107 reviews
Top Guest favourite
Home in Sarasota

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.

Indoor spacesKitchenLocation

4.99 out of 5 average rating, 148 reviews
Top Guest favourite
Home in Sarasota

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

Welcome to Casa Trinidad — Your Coastal Oasis in Sarasota! Escape to Casa Trinidad, a bright and stylish 4-bedroom coastal retreat located just minutes from world-famous Siesta Key Beach and vibrant Downtown Sarasota. Whether you’re planning a family getaway, a couples’ trip, or a relaxing retreat with friends, this home offers everything you need for the perfect Florida stay — a heated private pool, fire pit, BBQ area, game room, and all the cozy coastal touches that make it unforgettable.

Indoor spacesKitchenCleanliness

5.0 out of 5 average rating, 27 reviews
Guest favourite
The front entrance is showcased with a vibrant blue door, set within a white stucco exterior. A pathway of colorful pavers leads to the entry. Lush green landscaping, including ornamental plants, is visible, contributing to the welcoming appearance of the home.
Home in Sarasota

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!

Indoor spacesKitchenQuiet

4.95 out of 5 average rating, 43 reviews
Top Guest favourite
Home in Sarasota

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

Indoor spacesFamilyAir conditioning

4.95 out of 5 average rating, 199 reviews
Guest favourite
A swing chair hangs from the ceiling in a cozy living space, complemented by a dark sectional sofa and a round coffee table. A decorative rug adds warmth to the wooden floor, while a wall-mounted television and a piece of artwork provide visual interest.
Home in Sarasota

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.

KitchenFamilyLaundry

4.8 out of 5 average rating, 189 reviews
Guest favourite
The exterior of a newly renovated home is shown, featuring a light-colored brick facade and a modern garage door. A well-maintained driveway leads to the entrance, which is accentuated by a bright orange door. Landscaping includes gravel beds and low-maintenance plants amidst partial cloud cover.
Home in Sarasota

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

Indoor spacesFamilyAir conditioning

4.88 out of 5 average rating, 103 reviews
Guest favourite
A vibrant blue exterior of the home is highlighted by white trim and large windows. The entrance features a wooden deck with a small step, while surrounding landscaping includes gravel and small plants. Mature trees provide shade in the front yard.
Home in Sarasota

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.

FamilyKitchenParking

4.93 out of 5 average rating, 141 reviews
Top Guest favourite
A spacious bedroom features a light-colored bed adorned with neutral bedding. A cozy chair is positioned nearby, complemented by a decorative area rug. Natural light streams through large windows, and a brick wall hosts a television above a decorative fireplace.
Home in Sarasota

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!

Indoor spacesKitchenHospitality

5.0 out of 5 average rating, 31 reviews
Top Guest favourite
Home in Sarasota

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 and snowbirds to enjoy Florida living in style!

FamilyKitchenCheck-in

4.97 out of 5 average rating, 208 reviews
Top Guest favourite
A bright, open living area features a round dining table surrounded by white chairs. Natural light streams through glass doors that lead to an outdoor patio. A large mirror and potted plants add to the airy ambiance, with visible decor elements creating a welcoming environment.
Apartment in Sarasota

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.

FamilyKitchenQuiet

4.96 out of 5 average rating, 102 reviews
Top Guest favourite
Guest suite in Sarasota

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

KitchenIndoor spacesCheckout

4.96 out of 5 average rating, 472 reviews

Popular amenities for Ridge Wood Heights family-friendly rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
A spacious pool area is depicted, featuring clear blue water surrounded by a large stone patio. Colorful umbrellas provide shade, while lounge chairs and green Adirondack chairs are positioned for relaxation. Lush tropical plants frame the scene, enhancing the inviting poolside atmosphere.
Apartment in Sarasota

Graceful Getaway

Indoor spacesKitchenShared spaces

4.98 out of 5 average rating, 116 reviews
Superhost
Home in Sarasota Springs

[The Paradise Palms] Salt Water Pool & Hot Tub

FamilyIndoor spacesLayout

4.85 out of 5 average rating, 104 reviews
Guest favourite
A spacious backyard features a heated private pool surrounded by a paved area. Lounge chairs are positioned around the pool, with umbrellas providing shade. Lush greenery and a fence frame the yard, creating a serene outdoor setting, ideal for relaxation.
Home in Gulf Gate Estates

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

FamilyIndoor spacesAmenities

4.8 out of 5 average rating, 138 reviews
Guest favourite
A hot tub is visible in the foreground, emitting a soft blue glow. In the background, a cozy lounge area is arranged with sectional seating and a fire-pit table, illuminated by string lights. Two hammocks are hung under a shaded canopy, adding to the inviting outdoor space.
Home in Sarasota

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

FamilyKitchenSolo travel

4.92 out of 5 average rating, 190 reviews
Top Guest favourite
The outdoor area features a uniquely shaped heated saltwater pool with clear blue water. Surrounding the pool are loungers placed on a bright, white deck, complemented by tropical plants and palm trees that enhance the tranquil environment.
Home in South Sarasota

Tropical Oasis Heated Pool Hot Tub Near Siesta Key

Indoor spacesFamilyCheck-in

4.98 out of 5 average rating, 129 reviews
Top Guest favourite
Home in Arlington Park

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

Indoor spacesKitchenBathroom

5.0 out of 5 average rating, 117 reviews
Top Guest favourite
A serene outdoor space is highlighted by a heated saltwater pool and a six-person spa. Comfortable lounge chairs line the pool area, and an outdoor grill is situated nearby. The setting is complemented by a vibrant sunset, enhancing the tranquil atmosphere.
Home in Sarasota

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

FamilyIndoor spacesSleep quality

5.0 out of 5 average rating, 110 reviews
Top Guest favourite
A dining area is presented with a large wooden table surrounded by blue upholstered chairs. Sunlight pours through expansive windows, revealing views of the turquoise waters and sandy beach beyond. A beach-inspired artwork decorates the wall, adding a touch of coastal charm.
Condo in Siesta Key

Breathtaking Beachfront Views in Siesta Key

KitchenIndoor spacesDecor

5.0 out of 5 average rating, 105 reviews

Family- and pet-friendly home rentals

Guest favourite
A modern living area features a light-colored sofa accompanied by a wooden coffee table. The room is enhanced by a large wall art piece depicting a beach scene. An open layout is evident, with a view of a kitchen area and bar seating in the background.
Home in Sarasota

Quiet Sarasota Cottage · 2BR · Near Siesta Key

KitchenFamilyDecor

4.91 out of 5 average rating, 173 reviews
Guest favourite
A spacious sleeping area features a comfortable bed with white bedding, accompanied by a leather couch. A mounted television is positioned on the wall, and decorative plants add a touch of nature. A side table with a lamp complements the warm decor.
Guesthouse in South Sarasota

The Getaway

Indoor spacesFamilyAccuracy

4.94 out of 5 average rating, 109 reviews
Top Guest favourite
A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.
Home in Sarasota

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Indoor spacesKitchenBarbecue

4.94 out of 5 average rating, 143 reviews
Top Guest favourite
A screened-in pool area features a crystal-clear heated pool with lounge chairs positioned nearby. An umbrella provides shade over a seating area, surrounded by lush greenery and fencing that enhances privacy.
Home in Sarasota

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

KitchenIndoor spacesCleanliness

4.95 out of 5 average rating, 242 reviews
Guest favourite
The studio features a modern kitchen with white cabinetry and a large countertop. A flat-screen TV is mounted on the wall, and natural light enters through sliding glass doors that lead to the private garden. A compact dining table and a plush blue ottoman add functionality.
Condo in Gulf Gate Estates

Modern Studio · 5 min from Siesta Beach

KitchenIndoor spacesCheck-in

4.96 out of 5 average rating, 157 reviews
Top Guest favourite
A Tiki bar with a thatched roof provides a stylish overlook of a heated pool surrounded by lounge chairs. The design features natural wood accents and vibrant decorations, inviting relaxation and leisure. Sunlight reflects off the water, adding to the serene outdoor atmosphere.
Home in South Sarasota

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

KitchenFamilyOutdoor spaces

4.94 out of 5 average rating, 106 reviews
Top Guest favourite
A spacious room features a king size bed with coordinating pillows and light bedding. A chic chandelier hangs from the ceiling, illuminating the space. Natural light enters through the window, while a comfortable seating area with decorative pillows and a coffee table complete the inviting environment.
Guesthouse in Sarasota

The Cottage, very close to Siesta Beach!

Indoor spacesFamilyLong stay

4.86 out of 5 average rating, 428 reviews
Top Guest favourite
An open living area is presented, featuring a blue couch and a wooden coffee table. A dining table with four chairs sits nearby, complemented by a kitchen with white cabinetry and modern appliances. A Christmas tree adds a seasonal touch, while windows allow natural light.
Home in Gulf Gate Estates

2 BR House 1.6 miles from Siesta Key Beach

Indoor spacesFamilyCleanliness

4.97 out of 5 average rating, 143 reviews

Family-friendly home rentals with a pool

Superhost
Home in South Sarasota

The Gulfside Oasis - Pool, Space & Florida Charm

FamilyIndoor spacesQuiet

4.78 out of 5 average rating, 234 reviews
Top Guest favourite
A private outdoor area features a refreshing pool surrounded by several lounge chairs. A pleasant patio area can be seen, with lush greenery and a fence providing privacy. The sky is bright with a few clouds, creating a serene atmosphere.
Home in Sarasota

Warren Ridge Retreat with Heated Pool

Indoor spacesKitchenCleanliness

4.96 out of 5 average rating, 106 reviews
Top Guest favourite
Home in Sarasota Springs

Coastal Farmhouse - 3/2 with heated saltwater pool

KitchenIndoor spacesDecor

4.91 out of 5 average rating, 129 reviews
Top Guest favourite
An open living area features a light-colored seating arrangement, including two armchairs and a sofa, with a wooden coffee table at the center. A wall-mounted TV is visible, and a dining area with a table and chairs is located nearby. Natural light enters through sliding glass doors.
Home in Sarasota

Cozy Getaway Home near Siesta Key Beach

Indoor spacesKitchenCondition

4.98 out of 5 average rating, 48 reviews
Top Guest favourite
A fenced backyard showcases a heated pool surrounded by landscaped areas. Lounge chairs are positioned beside the pool, inviting relaxation. Sunlight reflects off the water, while a screened lanai provides a shaded space for enjoyment.
Home in Sarasota

Renovated charmer w/ heated pool

KitchenIndoor spacesLocation

5.0 out of 5 average rating, 34 reviews
Top Guest favourite
Home in Sarasota

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

KitchenIndoor spacesBeach

4.97 out of 5 average rating, 30 reviews
Superhost
A lush garden area is highlighted by tropical plants and palm trees, framing a clear view of the private swimming pool. The grassy space features a circular flower bed and outdoor seating, accompanied by the inviting sunlight filtering through the greenery.
Home in Sarasota

Cheerful 4-bedroom home with a private pool

FamilyIndoor spacesBeach

4.76 out of 5 average rating, 25 reviews
Top Guest favourite
Home in Sarasota

Private Pool +Game Room Near Siesta Key | Sleeps 9

KitchenIndoor spacesNearby

5.0 out of 5 average rating, 19 reviews

Destinations to explore