Family-friendly vacation rentals in Westchase

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.

4.97 out of 5 average rating, 109 reviews

Cozy Family Retreat, Tampa: Private Pool Oasis

Welcome to Sunshine on the Bay, a charming 2-bed/1-bath villa that blends comfort and style in a quiet area. Located just 3 mins from Citrus Park Mall and 13 mins from airport you'll have easy access to shopping, dining, and top Tampa attractions. Step outside into your own private backyard oasis, complete with a refreshing plunge pool & grill – the perfect spot to unwind after a long day. Enjoy all the essentials, fully equipped kitchen, as well as a 240V outlet for your EV charger. Book today!

Guest suite in Logan Gate Village

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.

4.86 out of 5 average rating, 265 reviews

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).

4.97 out of 5 average rating, 184 reviews

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

4.99 out of 5 average rating, 154 reviews

The exterior of a newly constructed barn loft apartment is shown, featuring a wraparound deck accessed by wooden stairs. Beneath the deck, picnic tables and seating areas are visible among the surrounding greenery and trees. The property is set in a spacious outdoor environment.

Barn in Odessa

Cypress Lakes Barn Retreat

Rest & relax at this newly constructed barn loft apartment, located on a 4 acre hobby farm in Odessa, Florida on a private lake. This one bedroom, one bath and kitchen is clean, fun, and convenient. We have 2 daily feedings of farm animals at which you can participate including horses, cows, goats, & chickens; or you can choose to kayak on the lake. This memorable place is anything but ordinary, and is conveniently located 11 miles from the airport and is a quick drive to dining & shopping.

4.93 out of 5 average rating, 180 reviews

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*

5 out of 5 average rating, 205 reviews

The guesthouse is set on a green lawn, surrounded by trees. A friendly horse grazes nearby, accompanied by a variety of free-ranging chickens and ducks. The exterior features a welcoming porch with wooden railings, adding to the farm's relaxed atmosphere.

Farm stay in Zephyrhills

HORSE FARM Retreat, Newer Built Private Guesthouse

Escape to our private guesthouse located in our peaceful but lively 7-acre farm with our family of horses, ponies, Guinea hens, ducks, roosters, chickens, bunnies, cats, & very lovable dogs. Enjoy grabbing fresh eggs, giving animals treats, puppies belly rubs, grilling, making s’mores at the fire pit, and enjoying the farm life! PLEASE read entire listing if little ones will be joining :-) NOTE: Our horses are not available for riding (see our guidebook for great alternate options)

4.97 out of 5 average rating, 361 reviews

A spacious sleeping area features a modern white bed dressed in a black coverlet, complemented by matching throw pillows. A sleek dresser stands nearby, and the wall behind the bed showcases a stylish wavy pattern in black and silver. A small seating area with two chairs is visible.

Guesthouse in Tampa

Romantic Getaway*FREE Decor AnyOcassion*Relax Bath

A cozy place to have your vacation in Tampa, private entrance and parking.We include decorations for all occasions:birthday,wedding,special day, show your love, and more! Contact us with your ideas and we'll make this trip unforgettable! Located in a central area of Tampa, close to Bush Garden/Adventure Island, Raymond James Stadium,Tampa International Airport,Ybor City,Downtown Tampa,Clearwater Beach and more! Peaceful and centrally-located place to enjoy as a couple to your liking.

4.99 out of 5 average rating, 345 reviews

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

LAKEHOUSE PRIVATE cabin-farmhouse décor-full kitchen/living room-cozy bedroom/full bath-W/D- 2.5 acres-2 flat screen TVs with Roku (Netflix, Spectrum cable app, and more)-bamboo hard wood flooring- high thread count sheets-very comfy queen bed. IKEA Sleeper sofa in livingroom. Kitchen: gas range-dishwasher-microwave-Keurig machine. Wooded setting-large deck with views of the lake. WIFI. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).

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.

4.91 out of 5 average rating, 232 reviews

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.

4.96 out of 5 average rating, 123 reviews

A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.

Home in Odessa

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

The living area features a spacious layout with a comfortable gray sofa and a decorative wooden coffee table. A flat-screen TV is mounted on the wall, while a well-equipped kitchen with modern fixtures is visible in the back. Natural light enters through the windows, creating a bright atmosphere.

4.97 out of 5 average rating, 142 reviews

Charming House 2B/2B Centrally Located Tampa Bay

Come and enjoy our house, 2Bedroom/2Bathroom with a clean full kitchen is the perfect place for your next vacation! This is an entire 1200sqft, AC, dryer/ washer, huge parking space, Smart TVs, internet/Wi-Fi, First AID and closet spaces. It fits up to 6 adults. This premium location offers small driving distance to restaurants and Super Walmart, is about 3 minutes to Westfield Citrus Park Mall. Busch Gardens (9 miles away).

A comfortable living area is seen with two sofas adorned with decorative pillows, arranged around a wooden coffee table. A bright painting hangs above the sofas, and natural light filters through lightly draped window treatments.

4.91 out of 5 average rating, 148 reviews

Happy Place

El alojamiento es un lugar muy tranquilo A menos de 5 minutos hay varios supermercados como Sprouts, Aldi , Costco Walmart Supercenter . También cuanta con una gasolinera a menos de 5 minutos, con varios restaurantes como Ford’s Garage, Outback Steakhouse, Applebee’s Grill, Chilli’s Grill, Olive Garden. Bahama Brezze y Wiskey Joe’s a 15 minutos.

Popular amenities for Westchase family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An outdoor area features a private spa with bubbling water, surrounded by lush greenery. Warm string lights illuminate the patio, enhancing the welcoming atmosphere. The modern home design includes large glass doors leading to a dining space, visible through the open layout.

4.95 out of 5 average rating, 253 reviews

Unforgettable Fortress - Near Everything Tampa

4.97 out of 5 average rating, 209 reviews

A fenced outdoor deck features a private spa tub surrounded by tropical landscaping. Comfortable lounge chairs and a shaded seating area create a relaxing space, while the vibrant turquoise cottage provides a cheerful backdrop. The scene is brightened by natural light filtering through the trees.

Cottage in Safety Harbor

Lush Harbor Oasis with Private Hot Tub

4.92 out of 5 average rating, 124 reviews

An inviting pool area features a clear blue pool alongside a spacious hot tub, both surrounded by a grey stone deck. Comfortable loungers are arranged under an umbrella, offering shade. Sunlight filters through the screened enclosure, creating a bright and open atmosphere.

Home in Largo

Heated Pool and Spa | 5 min to beach

4.98 out of 5 average rating, 301 reviews

An outdoor space is illuminated by sunlight, featuring a heated pool surrounded by comfortable lounge chairs. A new hot tub occupies a corner, while a cozy seating area provides a space for relaxation. A screened enclosure maintains a pleasant atmosphere.

Home in Largo

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!

4.94 out of 5 average rating, 126 reviews

A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.

Home in Palma Ceia

The Jungalow SOHO - Pool/Hot Tub

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.

4.87 out of 5 average rating, 110 reviews

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

4.91 out of 5 average rating, 159 reviews

A charming farmhouse exterior is showcased under large trees, with a welcoming front porch featuring red seating and decorative plants. A spacious gravel parking area is visible, complemented by a green landscape in the background, enhancing the tranquil setting.

Home in Palm Harbor

Peaceful Pet friendly 2 BR cottage with hot tub.

4.99 out of 5 average rating, 111 reviews

Home in Largo

Best Celebration - Heated Pool - Hot Tub - Arcade

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 196 reviews

Home in Palm Harbor

Heated Pool 4 bed 6.9 miles to Honeymoon Island.

Guesthouse in Town 'n' Country

4.99 out of 5 average rating, 335 reviews

Entire Guest House near Tampa airport

4.98 out of 5 average rating, 127 reviews

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 Bay Crest Park

Canal-front Sanctuary | Manatees, Pool, Hot Tub

Home in Timberlane Woodlake

A ping pong table is positioned near a sparkling pool, offering a space for leisure and fun. Surrounding the pool, a spacious patio area includes several outdoor chairs and a dining table. Lush green plants provide a natural touch to the fenced backyard.

4.9 out of 5 average rating, 120 reviews

Boho Oasis • Pool •Fire Pit • Near Beach & Airport

Guesthouse in Logan Gate Village

A cozy bedroom features a spacious bed with plush pillows, illuminated by soft blue lighting from the headboard. A bedside lamp provides additional light, while artwork adorns the wall above the bed. Ample closet space is visible next to the door.

4.98 out of 5 average rating, 117 reviews

Charming Guest House in Tampa

4.99 out of 5 average rating, 367 reviews

A cozy living area showcases a modular blue sofa, adorned with soft pillows and a warm throw. A light wooden coffee table rests in the center, complemented by decorative items. Natural light enters through a window, creating a bright and welcoming atmosphere.

Cottage in Dunedin

Walk to Downtown and Waterfront - Private Yard

4.99 out of 5 average rating, 160 reviews

A heated pool is surrounded by lush palm trees, providing a sense of seclusion. A stone statue and decorative elements are featured along the pool's edge. Sunlight reflects off the water, creating a serene atmosphere in this private outdoor oasis.

Home in Palm Harbor

Tropical Oasis Retreat w/ Heated Pool

4.82 out of 5 average rating, 118 reviews

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!

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 84 reviews

An outdoor patio area features a shaded table surrounded by four adirondack chairs. A tropical palm tree adds greenery, and a grilling station is positioned nearby. The space is enclosed by a white fence and showcases a well-maintained lawn.

Home in Oldsmar

Sunny Oasis: Villa Retreat

A single-family home with a dark exterior is framed by lush greenery and palm trees. A spacious driveway leads to a two-car garage, while a vibrant lawn adds a touch of color. Large windows create a welcoming facade, showcasing the inviting entrance.

4.84 out of 5 average rating, 61 reviews

CasaBella

The outdoor living area features a heated pool surrounded by stone-tiled decking. Lounge chairs are positioned nearby, offering relaxation under a shaded roof. A BBQ grill is visible, complemented by greenery and comfortable seating in the background, creating an inviting space for gatherings.

5 out of 5 average rating, 13 reviews

(HGR) Poolside Paradise: Airbnb Retreat

4.83 out of 5 average rating, 12 reviews

Stylish 3BR Pool Home | Villa Frankely!

A heated swimming pool is surrounded by a covered patio. A dark wicker seating area is visible next to the pool, along with a grill and an outdoor projector displaying an image on a wall. String lights create a soft illumination around the space.

4.95 out of 5 average rating, 150 reviews

Cozy Tampa Home with Large Heated Pool

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.

5 out of 5 average rating, 45 reviews

Lake House Westchase area. Heated Pool Waterfront!

A serene pool area is framed by lush greenery, with a clear blue pool inviting relaxation. Gentle steps lead into the water, and a wooden deck extends nearby, offering additional seating. The tranquil view of the lake canal enhances the peaceful atmosphere of the space.

4.97 out of 5 average rating, 118 reviews

Lakeview Retreat with Private Pool Perfect Getaway

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.