House holiday rentals in Clearwater Beach

4.95 out of 5 average rating, 227 reviews

Two beach bungalows are visible on either side of the sandy pathway leading towards the shore. The vibrant blue bungalow is located on the left, while a pastel-colored bungalow stands to the right, both elevated on pilings. Lush greenery borders the sandy area.

Home in Belleair Beach

Steps to a Private Beach Clearwater Belleair

Looking better than ever! So many upgrades!. You will love our design! No surrounding construction - 100% 5 stars reviews after renovation. An amazing Key West style beach bungalow retreat 20 steps to the Shore. The bungalow is located on the third row of houses with direct access to the beach. 5-Star bright and spacious PRIVATE beach Key West style beach bungalow retreat perfect for enjoying and experience all that Belleair Beach has to offer. This unique space is great for a family that wan

4.97 out of 5 average rating, 242 reviews

Home in Clearwater Beach

Waterfront Townhome w/Game Room & Boat Slip! Walk

PLEASE ASK ABOUT OUR OTHER 2 WATERFRONT PROPERTIES ON CLEARWATER BEACH IF YOUR DATES ARE NOT AVIALABLE!! Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach! 3 floors of fun, elegance & relaxation await you. Custom interior decorated with Restoration Hardware & other high end furnishings. Located on Clearwater Bay & within easy walking distance to Clearwater Beach, Beach Walk, restaurants, shopping & everything Clearwater Beach has to offer! Why book 3 hotel rooms when

The backyard features an inground pool surrounded by a smooth deck, with lounge chairs positioned beside it. Lush greenery and palm trees are seen throughout the space, enhancing the outdoor living area. A covered pergola provides shade, and a grassy area is included for relaxation.

4.91 out of 5 average rating, 104 reviews

Belleair Beach Oasis w/ Heated Pool - 3mi to Beach

Welcome to BELLEAIR BEACH OASIS! This luxuriously updated 2BR/1BA POOL HOME is minutes away from beaches and golf courses! Walking distance to Belleair grocery, coffee shops, restaurants and more. Enjoy the private and fully fenced resort-style outdoor living featuring: inground pool, modern pergola w/lounge chairs, grill, covered dining and relaxing hammock! You’ll love this quiet Belleair Bluffs neighborhood offering easy commute to St. Pete Clearwater and Tampa Airports, local hospitals, etc.

The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.

4.93 out of 5 average rating, 155 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

4.98 out of 5 average rating, 194 reviews

Specious home W/ Heated Pool ! ! ! Great Location.

Cozy, spacious home 🏡 w/ heated swimming 🏊‍♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's w/ Sling & Roku. The big back patio has a swimming 🏊‍♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

Superhost

A private inground pool is surrounded by a paved patio with lounge chairs and umbrellas for shade. The tranquil water reflects the sky, while tropical plants encircle the area, adding greenery to the serene outdoor space.

Home in Seminole

4.9 out of 5 average rating, 122 reviews

Relax in Family-Friendly comfort at Octopus Garden

Outdoor Paradise Private 10,000-gallon PebbleTec pool (up to 8 ft deep) Cantina bar for poolside refreshments Teak lounge seating & chaise chairs Weber propane grill + rolling cooler Resort-style umbrellas & lush landscape for sun or shade Fully Equipped Kitchen Stainless steel appliances, cookware & utensils Coffee station fully stocked Air fryer + blender for smoothies & cocktails Unique Octopus Garden dining area Living Room Large ultra-comfy sectional 70” Samsung Smart TV Boa

4.98 out of 5 average rating, 322 reviews

A two-story beach-style house is depicted, featuring a covered porch with white railings and blue shutters on the windows. Potted plants adorn the porch, complementing the light exterior. Lush greenery is visible in the background, providing a tropical ambiance.

Home in Dunedin

Walk Downtown & to Waterfront Private Home for 8

Experience the charm of the Barefoot Parrot House, a private pet friendly home with designer decor and abundant outdoor space. Steps from Main Street Dunedin, a short walk to the waterfront and an easy drive to award-winning beaches such as Honeymoon Island & Clearwater Beach. Walk, bike, or cart to gorgeous sunsets, shops, dining, breweries, and Pinellas Trail. Great for families, couples, groups. Loaded with beach gear, kids's items & games. Treat yourself to an escape at The Barefoot Parrot.

4.89 out of 5 average rating, 157 reviews

The Oasis | Heated Pool - Arcades - Mini Golf

Staying at The Oasis is the perfect blend of vacation and home. Every detail was carefully thought out to provide guests two things: comfort and fun. The ULTIMATE vacation awaits you. Whether a group of friends or your family vacation, this home was designed with relaxation AND fun in mind. Located within walking distance to Largo’s beautiful Central Park and a few miles to the beach, you can spend the day exploring the area or truly relax in the resort style, private backyard. BUT! No parties

A serene outdoor space features a heated saltwater pool with gentle lighting, surrounded by a screened enclosure. Comfortable seating areas are arranged nearby, with a covered space for relaxation and an outdoor bar in the background, creating an inviting atmosphere for leisure and gatherings.

4.95 out of 5 average rating, 109 reviews

Luxury Oasis • Heated Salt Pool • Near Beaches

Welcome to Paradise Palms 🌴☀️- your tropical, family-friendly getaway w/ a private heated saltwater pool! Newly renovated & cleaner than a hotel, the home is filled w/ luxury amenities to create a truly unforgettable family vacation. With 7 comfy beds, there's plenty of room for everyone. Just 14 min to the famous Clearwater Beach & other beautiful white sand beaches! It's finally time to relax & soak up some Florida sun! Come experience all that Paradise Palms & Clearwater have to offer.

4.96 out of 5 average rating, 127 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

Waterfront home: pool, dock, golf cart, kayaks, paddle board. This home has a private, zero-entry heated pool and dock (tie up your own boat or daily/weekly rental). 6-seat golf cart, 2-paddle boards, 2-sea kayaks, 6-bicycles and more are included. Two master bedroom suites with water views and soaking tubs plus a third bedroom with custom King Bed and Twin bunk beds. Two living areas are also each furnished with a queen sofa sleeper to accommodate a total of 12 people.

5 out of 5 average rating, 147 reviews

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

A shaded outdoor space features two hanging egg chairs and a wooden coffee table, surrounded by a striped rug. A comfortable seating area with a love seat and additional chairs faces the pool, while large glass doors provide access to the interior.

4.95 out of 5 average rating, 124 reviews

Palm Paradise - Family Amenities+Central Location

Welcome to Palm Paradise! This modern home is perfectly laid out & well equipped, especially for families with children. Whether it's time to relax or play, this extraordinary home has something for everyone! Enjoy those Florida nights in the bohemian inspired outdoor space or heated pool. Gather the group to play mini golf, outdoor bowling, corn hole or one of our many games inside and out. The ultimate vacation awaits you.

Popular amenities for Clearwater Beach house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 142 reviews

An aerial view captures a spacious patio surrounding a custom saltwater pool, where lounge chairs are arranged alongside. Lush landscaping features palm trees and flower beds, while a covered seating area, equipped with outdoor furniture, is visible behind the pool. The home showcases a modern design with a sleek metal roof.

Home in Seminole

Tootsie’s Beachside Retreat-New Heated Pool

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.

4.91 out of 5 average rating, 113 reviews

Heated Pool and Spa | 5 min to beach

The pool area features a heated pool surrounded by a screened enclosure. A hot tub is positioned nearby, with modern chaise lounges and a dining table with chairs offering ample seating for relaxation. Lush greenery is visible beyond the enclosure, enhancing the space.

4.86 out of 5 average rating, 207 reviews

Beautiful Heated Pool and Hot Tub Oasis*Near Beach

A fenced-in pool is featured, showcasing a clear blue water surface. Bright green floats rest on the water. Two teal Adirondack chairs are positioned beside the pool, creating an inviting leisure area. Sunlight brightens the scene, surrounded by decorative landscaping.

4.97 out of 5 average rating, 105 reviews

Coastal Escape w/ Pool & Game Room

4.95 out of 5 average rating, 159 reviews

A screened-in private pool surrounded by a spacious deck is visible, featuring colorful floatation rings resting on the water. Comfortable seating areas are arranged nearby, with overhead lighting softly illuminating the space. Lush greenery can be seen in the background, enhancing the serene atmosphere.

Home in Palm Harbor

Tropical Getaway w/Heated Pool & King Beds

Luxe

Home in Dana Shores

5 out of 5 average rating, 31 reviews

Tampa Luxe Waterfront Private Pool, Hot Tub & More

4.99 out of 5 average rating, 145 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

A private backyard oasis features a heated salt-water pool and a hot tub surrounded by colorful umbrellas. Lounge chairs in shades of blue and pink are arranged around the pool area, complemented by tropical landscaping and a gazebo in the background.

4.88 out of 5 average rating, 75 reviews

Private Backyard Oasis* Heated Salt Pool - Hot Tub

Weekly house rentals

5 out of 5 average rating, 34 reviews

A light and airy living area features a comfortable sectional sofa positioned near a large wall-mounted TV. Natural light fills the space, highlighting the coastal-inspired decor. A wooden coffee table sits in front of the sofa, enhancing the relaxed atmosphere.

Home in Clearwater Beach

Heated POOL- 99 Steps to BEACH- Coastal MAIN House

A circular arrangement of six turquoise Adirondack chairs surrounds a central fire pit, which is built from stone. The area is laid out with white gravel and bordered by lush greenery, including palm trees, offering a cozy setting for outdoor gatherings.

5 out of 5 average rating, 23 reviews

Largo Palms Duplex-2BR/2BA + Heated POOL Unit A

4.94 out of 5 average rating, 49 reviews

Welcome to Indian Rocks Beach!

5 out of 5 average rating, 13 reviews

An inviting living area features a blue sectional sofa and light wood accent chairs. A coffee table rests on a circular area rug. Soft lighting from a floor lamp complements the natural light coming through nearby windows. Decorative wall art enhances the space's coastal charm.

Home in St. Petersburg

Casita near Madeira Beach

A bright living room is accentuated by an orange wall featuring three pineapple-themed art pieces. A wall-mounted television is mounted above a white media console. Two woven chairs and a round woven coffee table complement the teal sectional sofa, creating a relaxed atmosphere.

4.95 out of 5 average rating, 92 reviews

Tropical Pineapples

A private pool area is presented with inviting waters and various colorful floaties arranged on the surface. The pool is bordered by a spacious deck, featuring outdoor seating. Views of a serene body of water and lush greenery are visible in the background.

4.98 out of 5 average rating, 40 reviews

Paradise Point Home in Clearwater-5 miles to beach

Superhost

The kitchen area features modern cabinetry and stainless steel appliances, including a refrigerator, microwave, and stove. A small desk with a chair is positioned near the window, allowing natural light to illuminate the space. The wood-like flooring adds warmth to the room.

4.64 out of 5 average rating, 14 reviews

Brand new Studio only 8mn away to Clearwater beach

4.96 out of 5 average rating, 52 reviews

A tranquil backyard oasis features a heated pool and spa surrounded by palm trees. Sun loungers are positioned for relaxation beside the pool. A vibrant pink float and colorful seating enhance the inviting atmosphere, while a hammock is partially visible amid the lush greenery.

Home in Redington Beach

Tranquil "Ocean Breeze Retreat"

Private house rentals

Superhost

5 out of 5 average rating, 4 reviews

Hgtv Style Pool Home, Across the Street from Beach

A spacious living area is furnished with a light-colored sectional sofa adorned with decorative cushions. Wall art depicting marine life adds a coastal touch, while a ceiling fan provides air circulation. A small table with a plant enhances the cozy atmosphere, complemented by natural light from the nearby window.

4.89 out of 5 average rating, 9 reviews

Clearwater peaceful retreat -PETS Fenced Backyard

5 out of 5 average rating, 27 reviews

A newly renovated outdoor area features a tranquil swimming pool surrounded by stone tiles and lush tropical plants. The bright blue water reflects the sunny sky above, while a dining table is positioned nearby, enhancing the welcoming environment of the space.

Home in St. Petersburg

Modern Coastal Retreat

The outdoor space features a heated pool surrounded by a tiled patio. Three lounge chairs offer a place to relax under a large umbrella. A whimsical pool float adds a playful touch. A colorful mural of tropical leaves is visible on the exterior wall.

5 out of 5 average rating, 24 reviews

Muse by the Shore

The resort-style pool features a waterfall grotto and connects to a shallow area. Lush tropical plants surround the pool area, enhancing the natural ambiance. A hammock is positioned nearby, offering a relaxing spot for leisure.

4.83 out of 5 average rating, 6 reviews

The Palm Oasis at Clearwater

4.95 out of 5 average rating, 86 reviews

An outdoor area features a private pool surrounded by a concrete deck. Lounge chairs and a dining table are visible beneath a covered patio, while tropical landscaping adds greenery. A path of stepping stones leads toward the pool, inviting relaxation and leisure.

Home in Palm Harbor

Private pool, Golf Cart, Completely Renovated!

A scenic outdoor area features a heated saltwater pool set against a backdrop of palm trees and blue skies. The pool area is enhanced by a stone grotto waterfall, and lounge chairs provide relaxation. The view includes water and distant boats, creating a tranquil setting.

4.94 out of 5 average rating, 31 reviews

Herons on La Hacienda w/ Heated Pool & Golf Cart