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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

KitchenIndoor spacesAmenities

4.89 out of 5 average rating, 107 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!

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.

FamilyIndoor spacesGetting around

4.94 out of 5 average rating, 100 reviews
Top Guest favourite
A modern kitchen is presented with warm wooden cabinetry and stainless steel appliances. A large island provides seating with two white stools. Sunlight illuminates the space through a window above the sink, where a bouquet of flowers adds a vibrant touch.
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.

KitchenIndoor spacesQuiet

4.99 out of 5 average rating, 140 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.

FamilyKitchenNearby

5.0 out of 5 average rating, 25 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!

FamilyKitchenValue

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 spacesFamilyBackyard

4.95 out of 5 average rating, 198 reviews
Superhost
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.

Indoor spacesFamilyTV

4.8 out of 5 average rating, 185 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 spacesFamilyAccess

4.88 out of 5 average rating, 101 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.

KitchenIndoor spacesBarbecue

4.93 out of 5 average rating, 141 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

Your family will be close to everything when you stay at this centrally-located place - 2 miles from Siesta Key Beach and 3 miles from downtown Sarasota. The house is fully renovated and the property enclosed with 8ft fence ensuring complete privacy. The spacious landscaped backyard with screened lanai and heated pool provides for a perfectly enjoyable and relaxing time. The 2 bedroom, 2 bathroom home is elegantly yet practically appointed for a comfortable stay for 4 people.

Indoor spacesKitchenOutdoor spaces

5.0 out of 5 average rating, 34 reviews
Guest favourite
The outdoor area features a heated pool surrounded by a serene landscape of palm trees and decorative stones. An adjacent BBQ grill offers outdoor cooking options, while comfortable seating is available nearby. The patio area is partially shaded by a pergola, providing a relaxing space.
Home in Sarasota

The Oasis-Heated Private 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!

KitchenFamilyCheck-in

4.96 out of 5 average rating, 227 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

KitchenFamilyView

4.96 out of 5 average rating, 471 reviews

Popular amenities for Ridge Wood Heights family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

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 spacesFamilyPool

4.98 out of 5 average rating, 127 reviews
Top 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

FamilyKitchenAccess

4.91 out of 5 average rating, 188 reviews
Top Guest favourite
Home in Arlington Park

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

Indoor spacesFamilyComfort

5.0 out of 5 average rating, 117 reviews
Top Guest favourite
A private backyard oasis is highlighted by a heated pool and a hot tub, surrounded by lush tropical landscaping. A shaded area with an umbrella and seating for outdoor dining is visible beside the pool, creating a serene environment for relaxation.
Home in Sarasota

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees

Indoor spacesKitchenAccuracy

4.97 out of 5 average rating, 135 reviews
Top Guest favourite
Home in Gulf Gate Estates

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

Indoor spacesFamilyDecor

4.96 out of 5 average rating, 134 reviews
Guest favourite
Home in Sarasota Springs

[The Paradise Palms] Salt Water Pool & Hot Tub

FamilyIndoor spacesOutdoor spaces

4.85 out of 5 average rating, 103 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

KitchenFamilyWi-Fi

4.8 out of 5 average rating, 137 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

Indoor spacesFamilyHospitality

5.0 out of 5 average rating, 103 reviews

Family- and pet-friendly home rentals

Top Guest favourite
A modern kitchen features dark wood cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator and dishwasher, are included. A doorway leads to a bright living area where natural light filters through a window, illuminating a cozy seating arrangement.
Home in Gulf Gate Estates

The Key Lime Cottage 2 miles from Siesta Key Beach

Indoor spacesFamilyParking

4.96 out of 5 average rating, 277 reviews
Guest favourite
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 Springs

Sarasota Sandpiper: 4 Bed/3 bath + Pool

Indoor spacesFamilyLocation

4.91 out of 5 average rating, 202 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!

FamilyIndoor spacesPets

4.86 out of 5 average rating, 426 reviews
Superhost
A light-filled living area features a soft blue sofa adorned with decorative pillows. Large sliding glass doors open to a private screened lanai, enhancing the connection to the outdoors. A simple coffee table is centered on a cozy area rug, with a TV placed against the opposite wall.
Apartment in Gulf Gate Estates

Little Gem 2nd-Floor Condo w/ Heated Pool | 1BR

FamilyKitchenSleep quality

4.86 out of 5 average rating, 197 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 spacesOutdoor spaces

4.95 out of 5 average rating, 242 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 spacesKitchenCondition

4.94 out of 5 average rating, 140 reviews
Top Guest favourite
The living and dining area features a spacious sectional couch with a decorative pillow, a coffee table, and a dining table with six chairs. A large flat-screen TV is mounted on the wall, and natural light floods in through sliding glass doors that lead to the backyard.
Home in Sarasota

Oasis close to beaches & Downtown

FamilyIndoor spacesValue

4.92 out of 5 average rating, 115 reviews
Guest favourite
Home in Arlington Park

Mid-Century Retreat close to Everything.

Indoor spacesKitchenParks

4.86 out of 5 average rating, 108 reviews

Family-friendly home rentals with a pool

Top Guest favourite
An outdoor dining area features a wooden table set for four, overlooking a pristine pool. Lounge chairs are positioned nearby, providing a relaxing space for sunbathing. The screened patio ensures comfort while enjoying meals or relaxation outdoors.
Home in Sarasota Springs

Heated Pool Oasis 3BR/2BA near Siesta Key Beach

KitchenFamilyCleanliness

4.98 out of 5 average rating, 162 reviews
Top Guest favourite
Home in Sarasota

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

FamilyIndoor spacesOutdoor spaces

4.98 out of 5 average rating, 128 reviews
Top Guest favourite
Home in Sarasota

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

Indoor spacesFamilyNearby

4.96 out of 5 average rating, 28 reviews
Top Guest favourite
Home in Sarasota

Private Pool +Game Room Near Siesta Key | Sleeps 9

FamilyKitchenTV

5.0 out of 5 average rating, 19 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 spacesFamilyNearby

4.98 out of 5 average rating, 48 reviews
Guest favourite
A spacious outdoor area is highlighted by a large inground pool, surrounded by a fence for privacy. Comfortable lounge chairs and an umbrella provide shaded seating options. Lush greenery and a gazebo enhance the inviting atmosphere, with sunny skies and fluffy clouds visible above.
Home in Sarasota

Beautiful, Spacious Heated Pool Home

FamilyKitchenCheck-in

4.93 out of 5 average rating, 61 reviews
Guest favourite
An outdoor dining area is featured with a round stone patio. A table with six black chairs is positioned underneath a large red umbrella, providing shade. Lush greenery and a fenced area create a serene backdrop for outdoor meals.
Home in Sarasota

Poolside Paradise on Quiet Cul-de-Sac Near Beach

FamilyKitchenCheckout

5.0 out of 5 average rating, 40 reviews
Top Guest favourite
Home in Sarasota

NEW! Renovated Pool Home Mins 2 Siesta Key Beach

KitchenFamilyDecor

4.96 out of 5 average rating, 47 reviews

Destinations to explore