House holiday rentals in Clearwater Beach

4.95 out of 5 average rating, 222 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

5 out of 5 average rating, 123 reviews

A screened-in lanai features a heated saltwater pool surrounded by colorful outdoor furniture. Children’s toys and pool floats are placed nearby, alongside a small bike. The serene space is perfect for relaxation and play, with trees visible beyond the enclosure.

Home in Palm Harbor

Coastal Escape: heated saltwater pool & beaches

★ Close to beaches - Honeymoon Island: just 6 miles away. - Clearwater Beach: 15 miles away - crowned the nation's #1 beach Trip Advisor in 2018 ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large backyard w/ playground ★ Outdoor dining area ★ 3 bedrooms New Mattresses - California king size bed - Queen size bed - Kid-friendly room w/ two bunk beds ★ Renovated kitchen and bathrooms ★ Open living space - great for family gatherings, movie nights ★ Children toys and games

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.

4.92 out of 5 average rating, 140 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, 183 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

4.9 out of 5 average rating, 248 reviews

A modern kitchen area is seen with sleek cabinetry and a stylish gray sofa. The space features a silver dining table, a television mounted on the wall, and a large window revealing a private pool just outside. Fresh flowers add a touch of color.

Home in Tampa Heights

Downtown Tampa Pool House! Walk to Armature Works!

Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

4.97 out of 5 average rating, 190 reviews

Home in St. Petersburg

Beach Vacation Dream Pool Home-5 Mins to Beach

This magical outdoor space is waiting for you to create lasting memories! A beautiful interior and a HUGE poolside cabana with TV! The saltwater pool, putting green, life size chess board and fire pit are just a few things that bring this home to life. Home sleeps up to 12 guests and is just 4 minutes to area beaches and 25 minutes to downtown. Optional heated pool for additional cost. Check Airbnb profile for all 17 of our Airbnb homes because each one is fantastic + unique in their own way!

4.96 out of 5 average rating, 136 reviews

Stars by the Sea - Cozy home close to beaches

Our home is beautifully updated, fully furnished and decorated in a beach theme. The master bedroom has a comfortable king size bed and the second bedroom has a queen. We have a beautiful pond in the back. Perfect for you to relax and BBQ while enjoying our wonderful Florida weather. The house has a Smart TV, Internet w/Wi-Fi, dishwasher, washer, dryer, and much more. Everything you need to make your stay perfect. We are close to great shopping, dining and to some of Florida's best beaches.

A bright and airy living room features a large, blue sectional couch adorned with decorative pillows. A flat-screen TV is mounted on a stone accent wall, while natural light filters in through sheer white curtains. A wooden coffee table displays a small decorative tray.

4.94 out of 5 average rating, 120 reviews

Best Location in Clw! Near Beach & Saltwater Pool!

PRIME LOCATION NEAR BEACH! Welcome to our newly renovated vacation home in beautiful Clearwater, FL. Located in the heart of downtown Clearwater within walking distance to several restaurants and shops and just a few mins drive to Clearwater Beach. This coastal styled home comes with a heated pool (at no extra charge), putting green, and a fun little game room for kids! The entire home is yours to enjoy and comes fully stocked with everything you need for a relaxing beach getaway vacation.

A cozy outdoor fire-pit area is surrounded by colorful seating. Decorative stones cover the ground, leading to a grill and the inviting glow of flames. A pool and shaded area can be seen in the background, set against a twilight sky.

4.97 out of 5 average rating, 159 reviews

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Welcome to The Merry Mint! A family & pet friendly 2/1 oasis located 4mi from the #1 beach in America; Clearwater This colorful & whimsical property is just minutes from grocery, 5 star restaurants, & every convenience. Only a short drive to the beach! Or stay in & enjoy: ★ 24x12 Pool w/LED multicolor pool light ★ 34X18 Pool Deck ★ Loungers ★ 16x20 Grill Deck ★ Fire-Pit w/grill grate ★ Yard Games (regulation corn hole, jenga, connect four, etc) ★ BBQ Grill ★ string lights

5 out of 5 average rating, 146 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

An inviting outdoor space features a heated pool and a shaded area adorned with cafe lights. Two hanging egg chairs and comfortable seating arrangements complement the modern wooden furniture. The stylish striped rug enhances the atmosphere, while the pool's tranquil blue water is visible in the background.

4.95 out of 5 average rating, 118 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.

4.94 out of 5 average rating, 127 reviews

Swim-Out Bedroom, Waterfall pool! The Peace Place

Unique tropical oasis complete with swim out bedroom and tiki bar! LGBTQIA + welcome! Hablo Español. Pet haven. Tropical Airbnb retreat! Our unique resort-style heated PRIVATE pool with waterfalls and dual sun-shelves, / in pool loungers, surrounded by lush landscaping, is a private oasis. 3 bedrooms, with Large 3rd bedroom with 2 queen beds Rental beach truck available at the home when you arrive. Inquire.

Popular amenities for house rentals in Clearwater Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 22 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

5 out of 5 average rating, 7 reviews

The exterior of the house features a well-maintained tropical landscape, including palm trees and stone pathways. A spacious driveway leads to the entrance, while soft outdoor lighting enhances the greenery. The upper balcony offers a subtle view of the surrounding area.

Home in Clearwater Beach

Beautiful Clearwater Beach House, Steps to Beach

An outdoor pool area is highlighted by a blue pool surrounded by a spacious patio. Comfortable seating arrangements are positioned nearby, with views of palm trees and the intercoastal waterway. Cloudy skies add a dynamic backdrop to this inviting al fresco space.

4.93 out of 5 average rating, 15 reviews

370 Turtle Cove Waterfront Home w/ Pool & Fire Pit

The outdoor pool, surrounded by palm trees, reflects the clear blue sky. Comfortable loungers are placed nearby, offering ample space for relaxation. The glistening water leads to views of the waterfront, enhancing the serene atmosphere of the outdoor environment.

4.84 out of 5 average rating, 352 reviews

Stunning views! Spot dolphins from the pool!

5 out of 5 average rating, 10 reviews

An aerial view captures the canalfront property, showcasing the large pool and spa surrounded by tropical landscaping. The private dock accommodates a boat, while a beach area is visible with lounge chairs and palm trees enhancing the waterfront setting.

Home in Apollo Beach

*New* Waterfront Retreat: Pool, Spa, Dock & Views

A spacious outdoor area features a heated pool surrounded by a screened enclosure. Two lounge chairs are positioned beside the pool, and a barbecue grill is visible near the edge, providing an ideal setting for relaxation and meals.

4.84 out of 5 average rating, 125 reviews

Heated Pool | 2BD 2BA | Home near Beaches

4.94 out of 5 average rating, 133 reviews

Home in Apollo Beach

Waterfront Pool Oasis •Kayak, Games & Sunset Views

5 out of 5 average rating, 123 reviews

FL Gem! XL-Pool | Pickleball | B-Ball & More!

Weekly house rentals

4.98 out of 5 average rating, 88 reviews

A spacious bedroom features a large bed with neatly arranged pillows, complemented by a blue armchair and dresser. Wall art with palm tree motifs adorns the walls. Sliding glass doors provide a view of the water, while light streams through the vertical blinds.

Home in Clearwater Beach

Waterfront townhome Clearwater Beach

Lush landscaping surrounds a charming pathway leading to a white cottage. Vibrant green plants and colorful foliage are prominently featured. The patio is bordered by well-maintained mulch and manicured grass, creating an inviting outdoor space for relaxation.

4.98 out of 5 average rating, 46 reviews

Mango Tree Cottage: bike trail

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.

4.94 out of 5 average rating, 79 reviews

Tropical Pineapples

4.74 out of 5 average rating, 70 reviews

A light-filled living area features large windows with shaded blinds, showcasing views of the surroundings. A gray couch is complemented by a cozy throw and a circular wooden coffee table. An accent chair and a decorative lamp enhance the welcoming atmosphere.

Home in Clearwater Beach

Prime Location | STEPS from sand; Beach Essentials

A shared hot tub overlooks the water, with two guests enjoying beverages while gazing at scenic views. Lush greenery frames the scene, and a variety of kayaks and paddleboards are visible in the background, enhancing the outdoor atmosphere.

5 out of 5 average rating, 85 reviews

Waterfront Duplex- kayaks, SUP, 3 blocks to beach

Home in Independence Square

A sunlit sunroom opens to a private deck overlooking the water. Bright blue outdoor chairs are positioned on the deck. Textured walls are complemented by a lamp and potted plant, creating a coastal vibe, while a sign labeled 'BEACH' is displayed above the doorway.

5 out of 5 average rating, 25 reviews

Playa Vista Villa

5 out of 5 average rating, 9 reviews

Home in Sunset Beach

Private Beachfront, Live Music & Restaurants #507

5 out of 5 average rating, 6 reviews

Home in Palm Harbor

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes

Private house rentals

4.95 out of 5 average rating, 95 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

The townhome showcases a modern exterior with a combination of wooden and light-colored panels. Large windows are present on multiple floors, providing ample natural light. The landscaped front yard features vibrant greenery and colorful flowers, creating a welcoming entryway.

5 out of 5 average rating, 32 reviews

Blocks from the beach with a golf cart and pool!

4.95 out of 5 average rating, 82 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!

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

An outdoor space is showcased, featuring a manicured lawn bordered by pathways and illuminated by string lights. A screened patio encloses a heated spa pool, while lounge chairs are positioned nearby, creating a welcoming area for relaxation and enjoyment.

5 out of 5 average rating, 73 reviews

Luxury Clearwater Home • Heated Pool + Near Beach

A modern living area showcases a comfortable blue futon and a wooden dining table with grey upholstered chairs. A flat-screen television is mounted on a wall featuring a contemporary design. Light flows from a nearby window, enhancing the inviting space.

4.98 out of 5 average rating, 97 reviews

Newly Updated & Clean Vacation Home

An aerial view of the outdoor area showcases a large heated pool adjacent to a vibrant orange and blue basketball court. Several sun loungers and umbrellas are positioned by the poolside, complemented by a hot tub located nearby, surrounded by lush greenery and landscaped grounds.

4.97 out of 5 average rating, 29 reviews

Family-Friendly Oasis~Sports Court~Heated Pool~Spa