House holiday rentals in Clearwater

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.

5 out of 5 average rating, 127 reviews

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 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, 101 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, 150 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, 190 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

A side view of the duplex showcases a light grey exterior with landscaped front yard featuring varied plants and stones. A small pathway leads to the entrance doors, with a driveway visible at the back of the unit. Nearby trees provide a natural setting.

4.85 out of 5 average rating, 151 reviews

SeaSalt Gray Cottage 1 - few miles to beaches

Enjoy a stylish experience at this centrally-located place near Florida's beautiful beaches. This private, pet-friendly apartment has been outfitted with a beach/coastal theme to inspire your relaxing stay, and we hope you will enjoy our little slice of lovely Florida. We are minutes away from the scenic John S. Taylor Park, an excellent place for a picnic and other outdoor activities. Belleair Beach, Indian Rocks Beach, and Clearwater Beach are all within the 6-mile radius of this property.

4.92 out of 5 average rating, 155 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

5 out of 5 average rating, 127 reviews

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

Welcome to The Quazzi House - located in Clearwater, Florida! You and your guests are sure to enjoy this 1/2 acre property! This Unique 4 bedroom 3 bath home comes equipped with a 40 foot Pool, private Hot Tub area, along with your own Pickleball & Basketball Court. Located just 15 minutes from Clearwater Beach, 20min from Tampa and 10min from PIE! Come relax in sunny Florida with the most beautiful beaches around! * *Pool can be heated for additional fee *NO PARTIES $1000 FINE & CLEAN FEE

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, 108 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.

Superhost

A bright bedroom features a spacious bed with white linens and a decorative tray resting on top. Light blue curtains complement the neutral tones of the room. A ceiling fan and bedside lamps provide soft illumination, while an ensuite bathroom is visible through an open door.

4.93 out of 5 average rating, 136 reviews

Beautiful and peaceful home in Largo

This home is a perfect gateway for couples, family or traveling professionals in a quiet, friendly neighborhood. This lovely 3-bedroom and 2 - full bathroom home features spacious open floor, updated kitchen, countertop seating with bar stools, washer drier, wifi and recently landscaped back yard. Brand new furniture throughout the house. This house sleeps 8 people comfortably with bunk beds for kids. The property is a short drive to beautiful beach - Clearwater and Pinellas Trail.

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, 165 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

A view of a heated saltwater pool is framed by two lounge chairs, positioned on a grassy area. Red umbrellas provide shade for seating areas, and a spacious patio can be seen in the background, featuring modern outdoor furniture and a neutral-colored house.

4.9 out of 5 average rating, 114 reviews

Beach or Golf Getaway • Heated Pool/Spa • Pets OK

Relax in style at our modern beach home, boasting a spacious layout and easy access to local attractions. Dive into pure Beach Bliss with a heated saltwater pool (Nov 1 - May 1) and a soothing hot tub—your perfect getaway awaits! Nestled in a peaceful, safe and friendly neighborhood near Eagle Park, just minutes from Clearwater and Indian Rocks Beaches, enjoy scenic bike trails and local attractions. Bring your furry friends along for a pet-friendly adventure!

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

Popular amenities for house rentals in Clearwater

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A rectangular heated pool is surrounded by a screened enclosure, featuring inviting blue water and colorful inflatable pool toys. Lounge chairs are positioned along the edge, with a light brown paver patio enhancing the outdoor space. Lush greenery is visible in the background.

4.89 out of 5 average rating, 120 reviews

Family Fun! Heated Pool/Arcade/Foosball + 2 Kings

Home in Indian Rocks Beach

A tranquil outdoor space features a circular hot tub adjacent to a rectangular swimming pool, both surrounded by brick pavers. The sunset casts soft colors across the water, with a view of boats docked nearby and the silhouette of trees in the distance.

5 out of 5 average rating, 179 reviews

Piece of paradise in Indian Rocks Beach.

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.

4.99 out of 5 average rating, 144 reviews

Tropical Oasis Retreat w/ Heated Pool

The outdoor space features a heated pool surrounded by a spacious patio. The clear blue water reflects the sky, with palm trees providing shade nearby. Lounge chairs are placed around the pool for relaxing in the sun.

4.95 out of 5 average rating, 121 reviews

Largo Poolside Paradise Heated Pool 10Min To Beach

4.93 out of 5 average rating, 100 reviews

Home in Seminole

Modern Executive Home - Game Room - Htd. Pool

A vibrant outdoor space features a heated pool surrounded by tropical plants and lounge areas. Colorful floats adorn the water, while a built-in barbecue and seating area provide options for relaxation and entertainment. Soft lighting enhances the inviting atmosphere during twilight.

4.85 out of 5 average rating, 116 reviews

Heated Pool, Golf, FUN! Clearwater Game Villa

4.94 out of 5 average rating, 135 reviews

A serene outdoor area is highlighted by a private pool surrounded by spacious patio space. Two sun loungers face the water, with palm trees gently swaying in the breeze. A large outdoor dining table is situated nearby, providing ample seating for gatherings.

Home in Apollo Beach

Waterfront Pool Oasis •Kayak, Games & Sunset Views

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, 123 reviews

Palm Paradise - Family Amenities+Central Location

Weekly house rentals

Superhost

The exterior of a bungalow is showcased, featuring a sloped roof and a welcoming front porch with white railings. A stone pathway leads through lush greenery, while a large tree provides shade. Nearby, tropical plants and a white fence frame the property.

5 out of 5 average rating, 5 reviews

Best House on the Trail

Lush landscaping features vibrant palm trees and flowering plants, creating a serene outdoor space. The well-maintained lawn is bordered by curved paths and mulch beds, enhancing the tropical atmosphere. Sunlight filters through the foliage, casting interesting shadows on the ground.

4.91 out of 5 average rating, 55 reviews

Tropical Paradise - Private Pool, Spa & BBQ !

Home in Indian Rocks Beach

A private pool is featured, with a sun shelf and loungers positioned alongside it. Two large umbrellas provide shade over the loungers. The calm waterfront is visible in the background, framed by palm trees and dock structures.

5 out of 5 average rating, 11 reviews

WTFR home heated pool, golf cart, kayaks, SUP

Home in Indian Rocks Beach

5 out of 5 average rating, 12 reviews

Waterfront Manatee Home Pool, Dock, Optional Boat

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

A spacious outdoor area features a heated saltwater pool surrounded by comfortable lounge chairs and umbrellas, inviting relaxation. A game room is visible with a pool table and a welcoming pop-a-shot arcade. Tropical-themed decor enhances the lively atmosphere.

4.99 out of 5 average rating, 82 reviews

Best Celebration - Heated Pool - Hot Tub - Arcade

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.

4.97 out of 5 average rating, 39 reviews

Paradise Point Home in Clearwater-5 miles to beach

A serene outdoor space is illuminated by string lights hanging from trees. A winding stone path leads to wooden steps ascending to a deck. Lush green grass surrounds a picnic table positioned on one side, enhancing the tranquil atmosphere of the lakefront setting.

5 out of 5 average rating, 19 reviews

Waterfront Gem Near Clearwater • Swim Spa + Nature

Private house rentals

Superhost

The entrance to a condo complex is depicted, featuring a circular drive surrounded by landscaping. A fountain sits at the center, with palm trees and shrubbery enhancing the scene. The sky transitions into vibrant hues during twilight, complementing the inviting atmosphere of the complex.

4.78 out of 5 average rating, 51 reviews

Lovely 2 beds condo heated pool.

5 out of 5 average rating, 8 reviews

Modern 3BR w/ Heated Pool & Pool Table, Near Beach

4.89 out of 5 average rating, 9 reviews

Cozy Hen House Retreat

Home in On Top of the World

The retro-style home is set back in a spacious driveway, framed by palm trees and lovely landscaping. A classic red pickup truck is parked in front, with a fenced yard visible to the side. A clear blue sky complements the inviting atmosphere of the property.

5 out of 5 average rating, 81 reviews

Retro Florida AIRBnB

5 out of 5 average rating, 86 reviews

The Palm Haus • Heated Pool • Near Beach • Games

A spacious living area features a light-colored sectional sofa surrounding a black coffee table. A large flat-screen TV is mounted on the wall, complemented by a stylish wooden console. Natural light filters through multiple wide windows, enhancing the room's airy feel.

5 out of 5 average rating, 17 reviews

Modern 3BR/2B Oasis/ Patio & PS4 – Sleeps 8

5 out of 5 average rating, 26 reviews

Largo Paradise w/ King Bed - Pool - 3.9mi to Beach