Holiday Homes in Tampa Bay

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Top-rated Holiday Homes in Tampa Bay

Guests agree: These holiday homes are highly rated for location, cleanliness and more.

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Top Guest favourite

Holiday home in Town 'n' Country

FREE Decor AnyOccasion*Romantic Getaway*Relax Bath

A modern & cozy place in Tampa,private entrance and parking.We include decorations for all occasions:birthday,wedding,special day, show your love, and more!Perfect romantic getaway to enjoy with your loved one.Located in a central area of Tampa,close to Bush Garden/Adventure Island,Raymond James Stadium,Tampa International Airport, Ybor City, Downtown Tampa,Amalie Arena,River Walk,Clearwater/St Pete Beach and more! Peaceful and centrally-located place with very good restaurants and many shops.

ValueFamilyAmenities

4.92 out of 5 average rating, 367 reviews

Superhost

Holiday home in Tampa

#17 Home near Stadium, 2/2, 1 King Bed Executive

Leave the stress of everyday life behind and head to this 2-bedroom, 2-bathroom home in Tampa. This well-appointed vacation rental has enough room for your group and is conveniently located near plenty of family-friendly activities. At this home, you’ll also be far enough from downtown that you can relax, but close enough to take advantage of all of the professional sports games, museums, and parks that the city offers. After a day out enjoy the backyard and the Beautiful Lake. pictures to come

LocationFamilyLayout

4.84 out of 5 average rating, 103 reviews

Superhost

A stilt home features a welcoming wraparound porch, adorned with white railings and seasonal lights. The exterior displays a combination of blue siding and white trim, surrounded by lush greenery. Stairs lead up to the entrance, providing access to the main living area.

Holiday home in Ruskin

Central Florida Vacation Stilt Home with pool!

Your family will be close to most everything FL has to offer when you stay at this centrally-located home. I am within an hour drive of all theme parks, major beaches, sports stadiums and concert venues. Located in the center of town close to grocery stores, fast food locations and all of the local restaurants as well! Most importantly, to me anyway, minutes from several boat ramps that lead into beautiful Tampa Bay and little Manatee River which are great for boating leisure, sport and fishing

FamilyValueIndoor spaces

4.72 out of 5 average rating, 61 reviews

Top Guest favourite

Holiday home in Indian Rocks Beach

Stylish Beach Retreat • 2-Min Walk to White Sand

Experience the best of Indian Rocks Beach in this stylish 2-bedroom apartment, perfectly located just steps from the sand. This spacious retreat features 3 beds, 1 bath, and a comfy memory foam sleeper sofa—perfect for families or small groups. Walk across the street to the sand and enjoy nearby bars, restaurants, and shops. Around the corner, Kolb Park offers a playground, tennis, pickleball, and a skate park. Everything you need for the perfect beach getaway is right at your doorstep. BTR#1936

FamilyLocationAccuracy

4.97 out of 5 average rating, 36 reviews

Superhost

Holiday home in Palmetto

*Bliss By The Bay* Heated Pool Home w/ Playground

Paradise awaits you in this beach-themed 3 bedroom, 2 bathroom heated POOL HOME with a playground, a tenth of a mile from Terra Ceia Bay. Tucked away in a quiet neighborhood, this vacation rental is sure to provide the perfect atmosphere to make memories that will last a lifetime. Full expansive kitchen, dining room, huge screened in lanai, and plenty of room for trailer parking. Less than 30min drive to Anna Maria Island, Sarasota, St Pete Beach, All Children's Hospital, tons of restaurants

LocationValueAccuracy

4.73 out of 5 average rating, 60 reviews

Top Guest favourite

A cozy living room is displayed with a green sofa positioned beside a plant. A coffee table sits at the center, accompanied by a light fixture and a wall art piece. Natural light filters through the window, illuminating the warm wood flooring.

Holiday home in Tarpon Springs

Modern Home Great Location

Welcome to your home away from home. Our guests’ comfort is our priority. Equipped with all your creature comforts and surrounded by modern fixtures and decor to ensure a wonderful vacation. Open Floor plan, huge kitchen, and two cozy bedrooms. Walking distance to all the local restaurants and attractions, without the noise to keep you up at night; you couldn't choose a better location Please note: this is a duplex property, so you'll be sharing the building but enjoying your own private space.

LocationValueOutdoor spaces

4.97 out of 5 average rating, 167 reviews

Superhost

The image showcases a saltwater pool surrounded by a manicured grassy area. Two aqua-colored loungers are positioned near the pool, while a bright umbrella adds shade. The duplex structure features multiple balconies and a spacious outdoor area, creating an inviting atmosphere for relaxation.

Holiday home in Cortez

Manatee Manor

A charming coastal haven with saltwater pool, grill, balcony & AC. Prime locale near the historic Cortez Village, a short stroll from Palma Sola Bay for kayaking and paddleboarding, and less than two miles from the Cortez Bridge and white sand beaches of Anna Maria Island. Have fun collecting shells and building sandcastles while on the lookout for dolphins and manatees. Enjoy sunbathing after a swim in the pool. The bright open floor plan is a lovely retreat after a day of sun, sand and surf!

FamilyLocationSleep quality

4.86 out of 5 average rating, 49 reviews

Guest favourite

A tranquil beach scene is displayed, featuring soft, white sand leading to gentle waves under a clear blue sky. A few figures can be seen on the shoreline, with distant clouds adding texture to the horizon.

Holiday home in Indian Rocks Beach

Brand new vacation rental one block from the beach

Bring the whole family to this great place with lots of room for fun. 3 bedroom 2 bathroom rental a block away from the beach. Downstairs game room with pool table, ping pong, foosball and dart board! A lot of local restaurants, bars and stores within walking distance. Free parking on premise can fit up to 4 cars. This spacious rental can accommodate up to 8 people. Minimum 3 day rental, longer periods available. Perfect place for a family getaway, so many things to keep you busy! BTR#2064

ValueFamilySleep quality

4.87 out of 5 average rating, 61 reviews

Superhost

A clear image of an enclosed lanai features a swimming pool and a spa. The pool reflects bright blue water, while the spa is situated off to the side with steps leading up to it. Lush greenery surrounds the area, and a tranquil canal is visible beyond the enclosure.

Holiday home in Apollo Beach

Seaside Oasis! Kayak Pet Pool Spa Sep-Oct Specials

Newly remodeled pool, Feb 2025! Spa is included, pool heating $150 weekly utility fee. Please let us know if you'd like the pool heated. Get away from it all in this spacious pool home on a Tampa Bay canal. Watch the sunset as you relax by the pool in the enclosed lanai, go kayaking, and maybe see a dolphin in the canal. This beautiful 3BR/2BA home is great for the whole family. 15-30 min away from several beaches, nearby supermarkets, 35 min from Busch Gardens, 1 hr 20 min from Disney.

FamilyLocationGetting around

4.81 out of 5 average rating, 31 reviews

Guest favourite

A spacious balcony overlooks Boca Ciega Bay, featuring a table with four black chairs. The sun shines brightly over the water, creating a serene ambiance. Lush greenery and a potted plant add a touch of nature to the scene.

Holiday home in St. Petersburg

Stunning Waterfront Condo at Boca Ciega Resort 310

Do you want to watch dolphins from your balcony? Our condo is beautiful right on the water with a boho style interior design. Large balcony with stunning view over Boca Ciega Bay. Dolphins come in every evening. 4 people easily sleep here, two in the King size bed in the bedroom, and 2 in the $1,600.00 queen size sofa bed in the living room. Fully equipped bar kitchen. There are 2 TVs, Wi-Fi, and washing machine with dryer. Private parking. The condo is smoke free and pet friendly!

LocationValueAmenities

4.89 out of 5 average rating, 111 reviews

Guest favourite

A private balcony features two red Adirondack chairs positioned to offer views of the surrounding natural preserve. Bright sunlight casts a warm glow, with the water reflecting the light below. Lush greenery adds a serene backdrop to the relaxing setting.

Holiday home in Ruskin

Serene Waterfront Townhome at Little Harbor

Come enjoy yourself at our townhome. Relax with the whole family at this peaceful place to stay with four private balconies. Our townhome is located in the seaside village of Little Harbor with a white sand secluded beach, two waterfront restaurants, seaside pool, tennis courts, fishing piers, watersports rentals, two onsite marinas, and much more. Enjoy watching the fish jump and the many varieties of birds in the natural preserve framed by the canal from your private balconies.

ValueFamilyLayout

4.95 out of 5 average rating, 62 reviews

Guest favourite

Holiday home in Safety Harbor

Heated Pool • 4BR • Near Clearwater Beach

Welcome to your private Safety Harbor getaway—perfect for families and groups of up to 8. Enjoy 4 comfortable bedrooms, 2 baths, a private heated pool maintained around 86°F, fast Wi-Fi, a fully equipped kitchen, spacious living areas, and free driveway parking. About 15–20 minutes from St. Pete–Clearwater Airport, 20–25 minutes from Tampa International Airport, and convenient to Clearwater Beach, shopping, dining, and local attractions. Easy self check-in with a smart lock.

LocationFamilyView

4.84 out of 5 average rating, 100 reviews