Holiday Homes in Tampa Bay

4.73 out of 5 average rating, 60 reviews

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

4.91 out of 5 average rating, 337 reviews

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.

4.86 out of 5 average rating, 90 reviews

#17 New Executive King Bed Home - Joyful Moment

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

Holiday home in Tarpon Springs

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.

4.97 out of 5 average rating, 137 reviews

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.

A tranquil swimming pool is viewed from the patio, with clear water reflecting the sky's clouds. Lush palm trees and a calm waterfront line the background, creating a serene ambiance. The setting invites relaxation and offers a glimpse of the natural surroundings.

5 out of 5 average rating, 35 reviews

Sun & Salt Air House-3BR home w/patio,pool,firepit

The search for the perfect sunset with friends and family is over. Minutes from one of a kind shopping, diverse dining, horse racing, and hiking. There is something for everyone. Home is completely renovated with gorgeous stone floors, chef kitchen, and custom outdoor space. Watch the Game on the 75" TV, or relax on the oversized patio/pool area. Enjoy the picturesque sunset before taking an evening dip in the LED lit salt water pool while staying warm by the gas firepit with loved ones.

Guest favourite

Holiday home in New Port Richey

4.9 out of 5 average rating, 94 reviews

River Side Home. Three mins to Downtown.

Cozy apartment for family vacations completely renovated, The SIDE RIVER HOME is very close to downtown, restaurants, bars, boat ramp and walking park overlooking the river, beaches, a few miles from Tarpon Spring Sponge Docks , located 20 mins from Fred Howard Park, if you want to kayak and Canoe the perfect place is Weeki Wachee, just 35 minutes from the house , clearwater beaches are for 42 mins, ahh if the passion is the parks we have Busch Gardens only 52 mins away . PETS ARE WELCOME!

Guest favourite

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

4.8 out of 5 average rating, 30 reviews

Waterfront Seaside Oasis! Dog-Friendly, pool & spa

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.

Holiday home in Indian Rocks Beach

A waterfront area is highlighted with a wooden dock, accompanied by vibrant green grass and colorful flowers. A lounge chair with a patterned cushion sits underneath a thatched umbrella, offering a shaded spot to relax and enjoy views of the serene intracoastal waters.

4.98 out of 5 average rating, 42 reviews

Villa Al Golfo Three Waterfront Oasis openings Apr & May

Pristine villa in the lovely seaside gulf town of Indian Rocks Beach, 2 short blocks to the beach with intracoastal waters in the backyard. All newly renovated, both inside and out, enjoy unobstructed water views, private entrance, personal patio and your own show stopping indoor/outdoor fireplace. When you aren't lounging outside or taking a glide on our paddle board, you'll love the gourmet kitchen, comfy living room, two large TV's, cable/wifi, luxe memory foam beds & security safe.

Holiday home in St. Petersburg

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.

4.92 out of 5 average rating, 90 reviews

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!

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

4.95 out of 5 average rating, 56 reviews

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.

Holiday home in Clearwater

4.78 out of 5 average rating, 9 reviews

Orange Blossom Cottage heated pools 2 Min to beach

Escape to Orange Blossom Cottage, a freshly renovated 2-bedroom, 1-bath retreat just 2 blocks from Clearwater Beach. Relax in the bright living room with modern tile floors and stylish décor, rest easy in 2 spacious king bedrooms, and enjoy the charm of a retro aqua-tile bathroom. Surrounded by tropical gardens with access to 2 heated pools, our quiet cottage feels private yet is only steps from shops, dining, and the white sands — the perfect blend of relaxation and convenience.