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Family-friendly holiday rentals in Westchase

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Westchase

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
A screened-in patio features a heated swimming pool, surrounded by white decking. The pool offers a view of the canal with palm trees and neighboring properties beyond. The tranquil outdoor space is complemented by a backyard with swings and a dock visible in the background.
Home in Town 'n' Country

Waterfront Resort with HEATED POOL!

🌴 Escape to this luxurious waterfront retreat in the peaceful community of Tampa Shores ☀️ an outdoor lover’s dream with direct bay access to the Intracoastal. Enjoy fishing, dolphin 🐬and manatee 🌿🦭 watching, or simply relax on your private dock surrounded by nature. Start your morning with coffee ☕️ on the second-story screened patio, offering breathtaking canal views and overlooking the heated private swimming 🏊‍♀️ pool below. The possibilities are endless! Lay back and enjoy your stay!

4.93 out of 5 average rating, 152 reviews
Top Guest favourite
A seating area features a woven bench adorned with tropical-patterned cushions, positioned against a green wall with a neon sign. The inviting pool glimmers in the background, surrounded by a screened enclosure that enhances the outdoor experience.
Home in Tampa

Tropical Getaway, Perfect Home & Great Location

Whether you're on vacation with family, or traveling for work, this is your perfect home away from home! A short drive to Walmart, the mall and numerous restaurants and shops. Just 10 minutes away from Tampa International Airport. Also, 15 minutes away from Bush Gardens, Adventure Island, Downtown Tampa, Raymond James Stadium, Amalie Arena, Channelside, and Cruise Ports. 30-45 minutes drive to Clearwater Beach, St. Pete Beach or Epperson Lagoon. One hour drive to Disney, Universal & lego land

4.99 out of 5 average rating, 226 reviews
Top Guest favourite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

4.96 out of 5 average rating, 205 reviews
Guest favourite
The open dining area features a modern table with metal chairs, accented by a checkered tablecloth. Natural light fills the space, illuminating the sleek kitchen in the background. A cozy living room is visible, showcasing comfortable seating arrangements.
Guest suite in Tampa

Entire apartment, close to everything 2B/1B

Our two-bedroom, one-bath apartment with a clean stocked kitchen is the perfect place for your next vacation! This is a complete space next to the main property with a private entrance, A/C, dryer/ washer, parking space, TV Cable, internet/WiFi, First AID, dresser and closet space. Towels, beach chairs and cooler for you to borrow!This premium location offers walkability to the restaurants and Super Walmart, and is about 3 minutes to Westfield Citrus Park Mall. Busch Gardens (9 miles away).

4.87 out of 5 average rating, 275 reviews
Top Guest favourite
A screened-in pool area is highlighted by clear blue water and a unicorn float. Surrounding greenery adds a natural touch, while shaded seating is positioned on the deck. Sunlight filters through the enclosure, creating a bright, inviting space for relaxation and leisure.
Guesthouse in Westchase

Cottage in Paradise.

Relax and unwind at our 2 bedroom, 1.5 bath, GUEST HOUSE (ONLY). Enjoy the pool, Beautifully landscaped grounds with Koi pond & mini golf. See birds, butterflies and more in our 1 acre botanical gardens. Free use of Golf Cart. Kayaks are available (with transport fee. I live in the main house and I'm happy to ensure that you have everything you need for an amazing vacation, while still giving you plenty of privacy. Check in & out times are not set & very flexible for your convenience.

4.99 out of 5 average rating, 108 reviews
Guest favourite
A cozy sleeping area features a wooden bed frame with a patterned quilt in soft hues. Two bedside lamps illuminate the space, complementing a floral artwork displayed above the headboard. A ceiling fan provides ventilation in the warm-toned room, accented by neutral walls.
Apartment in Tampa

Stunning Studio in Citrus Park

My beautiful studio apartment is nestled in the heart of Citrus Park/ Carrollwood area. We are walking distance from shops and restaurant. This cozy and spacious studio has a fully equipped kitchen (Keurig coffee maker and complementary coffee, toaster, pots and pans and utensils). The full bathroom has a stand up shower (shampoo, conditioner, and body wash provided). The studio has a private entrance and self check-in for your convenience. **** One parking space available per reservation*

4.93 out of 5 average rating, 183 reviews
Guest favourite
Apartment in Carrollwood

Dulce hogar

🏡 Apartamento Acogedor para Vacaciones – 1 Cuarto, 2 Camas, Baño y Cocina Independiente Este hermoso apartamento de un dormitorio cuenta con dos camas, baño privado y cocina totalmente independiente, ideal para una estadía cómoda y relajante. 🌿 Ambiente acogedor y sereno, perfecto para desconectarse. ☀️ Ideal para parejas, amigos o viajeros que buscan comodidad. 📍 Ubicado en una zona tranquila, en el centro de todas las atracciones de Tampa,perfecto para disfrutar de unas vacaciones

4.93 out of 5 average rating, 179 reviews
Guest favourite
A heated pool is enclosed by a screened lanai, featuring a unique shape with a brick border. Lounge seating is present around the pool, while a hammock is visible in the background. The tranquil area is surrounded by high wooden fencing for privacy.
Home in Town 'n' Country

Rooms with a Pool

Welcome to Tampa Bay! The home is central to everything Tampa Bay and is 1 hour 20 minutes from Orlando. This home includes a three guest rooms, 1.5 bathrooms, a living and a family room, kitchen, dining room, bar, office and a backyard lanai with a large heated pool area. You get the entire home and there is nobody else staying at the same time. It is in a quiet suburban neighborhood, about 40 minutes from downtown Tampa, Clearwater, and St. Petersburg.

4.91 out of 5 average rating, 236 reviews
Guest favourite
A well-maintained private pool area is enclosed with a screened lanai, offering protection from insects. The pool's clear water reflects the blue sky with scattered clouds, while the surrounding patio features an outdoor table, creating an inviting space for relaxation and enjoyment.
Home in Town 'n' Country

Tampa Getaway Pool Home

Escape to paradise in this stunning and spacious 4 bedroom home with a private pool. Inside, you'll find endless entertainment options with smart TVs, a pool table, foosball table, indoor basketball arcade, and dart game. Centrally located, this home is just a short drive to some of Florida's top attractions including golf courses, the airport, Raymond James Stadium, Busch Gardens, the aquarium, downtown, the convention center, and popular beaches.

4.88 out of 5 average rating, 117 reviews
Guest favourite
A private entrance is visible, featuring a clean white gate that leads into the apartment area. A paved walkway of gray stones is bordered by white gravel and greenery, creating an inviting access point. Nearby structures can be seen, emphasizing the neighborhood's quiet environment.
Apartment in Tampa

Private apartment perfectly located in Citrus park

A comfortable, quiet, and private apartment located in the Citrus Park area. A private entrance to a fully furnished apartment; includes a small kitchen, washer and wifi. The veterans expressway is 1.5 miles away, that can get you anywhere in Tampa within 15 minutes! Citrus Park mall 1.7 miles away. Several eateries, shops, and Tampa trail within a 1 mile radius. Tampa internal airport 12 miles away.

4.85 out of 5 average rating, 192 reviews
Guest favourite
A hot tub is set on a wooden deck surrounded by bar stools, with views of a lush backyard and a serene lake beyond. Tall palm trees frame the scene, while the sky displays soft clouds and warm lighting.
Home in Town 'n' Country

The perfect lake house getaway near the airport.

Relax with the whole family in this cozy residence in the Tampa Bay area. Enjoy the spacious backyard and unwind in the hot tub with peaceful views of the lake. Set in a centric location near the International Airport, Raymond James Stadium, Busch Gardens, Adventure Island, Citrus Park mall and Florida's best-rated beaches.

4.95 out of 5 average rating, 349 reviews
Top Guest favourite
The charming cottage features a bright yellow front door, flanked by potted plants. A welcoming porch is screened with white framing. The well-maintained yard is adorned with manicured grass and a path leading to the entrance, with a white picket fence visible in the background.
Cottage in Oldsmar

Louisa's Cottage

This Cottage is located in the heart of Oldsmar. Walking distance to many of Oldsmar’s main attractions, beaches and parks 3 blocks away &Amazing variety of restaurants .This charming cottage was built in 1925 with great craftsmanship, from the wainscoting to crown mouldings .Relax and enjoy a key west Atmosphere.

4.96 out of 5 average rating, 324 reviews

Popular amenities for Westchase family-friendly rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
The illuminated pool takes center stage under the night sky, emitting a tranquil green glow. Surrounding the pool is a spacious deck, featuring lounge chairs and a table for outdoor gatherings, complemented by well-maintained landscaping in the background.
Home in Oldsmar

Hot Tub, Heated Pool, 2 Master Suites, Beach

4.84 out of 5 average rating, 149 reviews
Guest favourite
Tiny home in Tampa

Luxury 3-Bedroom Tiny House-Sleeps Six People!

4.9 out of 5 average rating, 165 reviews
Superhost
Home in Carrollwood

Pool & Hot Tub | Game Room, Fire Pit, Grill

4.81 out of 5 average rating, 112 reviews
Top Guest favourite
A serene waterfront view captures a canal lined with homes and docks. The still water reflects the soft hues of the sunset, while palm trees and boats add to the tranquil atmosphere.
Home in Town 'n' Country

Canal-front Sanctuary | Manatees, Pool, Hot Tub

4.98 out of 5 average rating, 137 reviews
Guest favourite
Home in Tampa

Hot Tub, Pool, 2 King Beds, Mini Golf, Game Room+

4.94 out of 5 average rating, 154 reviews
Superhost
A foosball table occupies the foreground with a clear view of the private pool shimmering in the sunlight. The surrounding area is enclosed with mesh screens, featuring lush greenery in the background, complementing the inviting water and a beach ball floating on the surface.
Home in Town 'n' Country

Ultimate Getaway: w/ Pool, Patio, Pool Table & BBQ

4.85 out of 5 average rating, 115 reviews
Top Guest favourite
Home in Town 'n' Country

Pickleball · Heated Pool · Hot Tub · Game Room

4.98 out of 5 average rating, 167 reviews
Guest favourite
A clear view of a sparkling infinity pool featuring a hot tub. Refreshments are arranged on a textured stone surface, with colorful cans and a towel displayed. A playground set and lounge area are visible in the background, surrounded by lush greenery and a shaded seating area.
Home in Town 'n' Country

Modern Boutique House/Heated Pool/Clearwater/Tampa

4.87 out of 5 average rating, 109 reviews

Family- and pet-friendly home rentals

Guest favourite
A view from inside the house shows a spacious deck overlooking the lake, with sunlight reflecting off the water. Outdoor seating is positioned beneath a shaded area, and a serene atmosphere is created by the surrounding natural landscape.
Home in Oldsmar

Fountain House On Timberbay Lake

4.95 out of 5 average rating, 118 reviews
Top Guest favourite
A spacious cabin is gently illuminated by string lights, creating a warm glow against the evening sky. Surrounding the home are trees and a hammock, with a grassy area leading up to the porch where seating is visible.
Farm stay in Odessa

Farm and lake stay at Maison de L'eau Douce

4.99 out of 5 average rating, 352 reviews
Guest favourite
A serene backyard is featured, highlighting a sparkling pool surrounded by a spacious deck. Several lounge chairs are positioned nearby for relaxation. Lush artificial grass complements the outdoor space, while wooden fencing provides privacy.
Home in Oldsmar

Private Pool Home Near Clearwater & Tampa

4.73 out of 5 average rating, 117 reviews
Superhost
A screened-in pool area features a private pool surrounded by a tiled deck, with ample space for seating and relaxation. The structure provides sun protection and is situated next to the house, blending outdoor and indoor elements.
Home in Tampa

Entire house in Tampa w/ Heated POOL!

4.82 out of 5 average rating, 132 reviews
Top Guest favourite
A well-equipped kitchenette features a granite countertop with three bar stools. Natural light enters through a window, illuminating the space, which is complemented by a small dining area and a comfortable seating arrangement. A wall-mounted TV and a lamp add to the cozy ambiance.
Farm stay in Odessa

Cabin 3 - Nasturtium Nest

4.96 out of 5 average rating, 119 reviews
Top Guest favourite
A charming Florida bungalow features a turquoise exterior with natural stone accents. The front porch is accessed by a concrete pathway lined with greenery, including tropical plants. A small entry door and window allow for natural light, framed by neatly placed shutters and landscaping.
Home in Dunedin

Wonderful family friendly home in Dunedin FL

4.92 out of 5 average rating, 285 reviews
Top Guest favourite
Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.
Cottage in Tampa

Bay Lake Cottage, Private Dock, Romantic, Fishing

4.98 out of 5 average rating, 271 reviews
Superhost
The outdoor space features a heated pool surrounded by a smooth concrete deck. Several lounge chairs are positioned nearby for relaxation. Lush landscaping includes palm trees, and soft lighting adds ambiance to the area, creating an inviting environment for leisure.
Home in Oldsmar

Modern & Spacious Retreat with Private Pool!

4.8 out of 5 average rating, 125 reviews

Family-friendly home rentals with a pool

Top Guest favourite
A vibrant outdoor oasis features a cozy plunge pool surrounded by sun loungers. A shaded seating area includes a table with four chairs. The space is enhanced by decorative elements, including a pergola with hanging egg chairs, all set against a lush green lawn.
Home in Tampa

Private Cozy Family Retreat, Pool Oasis Near TPA

4.98 out of 5 average rating, 131 reviews
Top Guest favourite
A screened-in lanai features a heated saltwater pool surrounded by colorful outdoor furniture. Children’s toys and pool floats are placed nearby, alongside a small bike. The serene space is perfect for relaxation and play, with trees visible beyond the enclosure.
Home in Palm Harbor

Coastal Escape: Heated Pool, Playground&Family fun

5.0 out of 5 average rating, 177 reviews
Guest favourite
The kitchen features wooden cabinetry, a central island with seating, and modern appliances. Natural light enters through the glass doors, illuminating the granite countertops. A coffee maker and dishwasher are visible, and the tiled floor adds a polished finish to the overall space.
Home in Town 'n' Country

Entire residential home, Tampa. 3/2, Pool.

4.88 out of 5 average rating, 220 reviews
Guest favourite
A serene outdoor space features a rectangular swimming pool, surrounded by a spacious paved area. Two chairs are positioned near the pool. A white fence provides privacy, while trees line the background, enhancing the tranquil setting.
Home in Town 'n' Country

Villa Paradise

4.79 out of 5 average rating, 143 reviews
Guest favourite
An outdoor view showcases the spacious parking area with a well-maintained home backdrop. The indoor images reveal a game room featuring a billiard table, and a sunny lounge area with comfortable seating, large windows offering views of the adjacent swimming pool.
Home in Town 'n' Country

Welcome to villa marcelo

4.93 out of 5 average rating, 167 reviews
Top Guest favourite
Villa in Palm Harbor

Palm Haus • Heated Pool • Near Beach • Game Room

4.99 out of 5 average rating, 133 reviews
Guest favourite
Holiday home in Safety Harbor

Heated Pool • 4BR • Near Clearwater Beach

4.84 out of 5 average rating, 101 reviews
Guest favourite
A spacious heated pool is enclosed within a screened area, featuring a gently curved shape. Lounge chairs are arranged nearby, with views of a serene lake visible through the screen. Decorative lights are strung across the ceiling, adding a relaxed ambiance.
Home in Westchase

Lake House Westchase area. Heated Pool Waterfront!

5.0 out of 5 average rating, 46 reviews

Destinations to explore