Holiday houses in Westchase

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Top-rated holiday rentals in Westchase

Guests agree: these stays are highly rated for location, cleanliness and more.

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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

4.96 out of 5 average rating, 201 reviews

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

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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

4.99 out of 5 average rating, 105 reviews

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.

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Superhost

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

5.0 out of 5 average rating, 45 reviews

Lake House Westchase area. Heated Pool Waterfront!

Enjoy the best sunrises in our renovated house on a private lake with dock and pool! At the end of a quiet road, with plenty of privacy and a large yard. You can kick back and relax inside, spend time lounging in the heated pool, or bring your kayak for a lap on the lake! In the Westchase area, close to Citrus Park Mall, less than 15 minutes to the airport, Westshore, International Plaza, and Raymond James Stadium (where the Bucs play). 35 minutes to the best beaches in the world.

LocationFamilyDecor

Guest favourite

Guesthouse in Tampa

4.78 out of 5 average rating, 54 reviews

The Pelican Cove - guest house

Keep it simple at this peaceful and centrally-located guest house in Tampa. The Pelican Cove proves to be the perfect getaway in Tampa. - 3 minutes from citrus mall - 20 minutes from Raymond James Stadium - 28 minutes from from the Florida Aquarium - 27 minutes from Amalie Arena - 36 minutes from Busch Gardens The Pelican cove is located near many of Tampa Bays most popular sites while still providing a relaxing atmosphere where you can unwind after a day of fun !

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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

4.91 out of 5 average rating, 236 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.

ValueFamilySkiing

Superhost

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

4.88 out of 5 average rating, 116 reviews

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.

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Guest favourite

Townhouse in Tampa

5.0 out of 5 average rating, 9 reviews

Tampa/Westchase 3BR Townhome I Family-Friendly

Welcome to a Coastal-themed 3 Bed / 2.5 Bath townhome with a 2-car covered garage. Enjoy bright décor, 2 inviting living areas, a fully equipped kitchen, perfectly curated for style, comfort, and convenience. Upstairs offers three serene bedrooms with plush bedding. Perfect for families, couples, or long stays—just 20 mins to the Tampa airport and close to Tampa’s top shopping, dining, and beautiful world class Gulf Coast beaches.

LocationFamilyLaundry

Top Guest favourite

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.

Home in Carrollwood

4.97 out of 5 average rating, 153 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).

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Guest favourite

Home in Oldsmar

4.91 out of 5 average rating, 34 reviews

beautiful home oldsmar near to the beach

This is a beautiful and spacious home, located in Oldsmar, Pinellas County , Florida. It is perfect for family vacation or romantic getway, it is single family home with 3 bedrooms 2 bathrooms 2 car garage . it is minutes driving to the beaches , shopping and entertainment, walking distance to fine restaurants but still tucked way so very quiet, the neiborghood is very friedly and safe !

ValueLocationNearby

Guest favourite

The two-story townhome features a welcoming exterior with large windows framed by black shutters. A manicured landscape surrounds the entrance, which is highlighted by a single door with decorative lighting. The serene evening sky adds a gentle backdrop to the setting.

Townhouse in Tampa

4.87 out of 5 average rating, 52 reviews

Tampa Townhome Getaway • Westchase & Citrus Park

Escape to this spacious 2-story, 2BR, 2.5BA townhome minutes from Citrus Park & Westchase! Unwind on oversized, cozy sofas after exploring nearby shops, restaurants, Tampa Bay Downs, or teeing off at The Eagles Golf Club. Just 30 mins to downtown Tampa. Family-friendly with a playground, perfect for relaxing after adventures. Comfort, location, and convenience all in one Tampa Bay stay!

LocationFamilyHospitality

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

4.95 out of 5 average rating, 344 reviews

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.

LocationFamilyGetting around

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

4.96 out of 5 average rating, 322 reviews

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.

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