House holiday rentals in Clearwater

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, 163 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, 195 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.

4.82 out of 5 average rating, 155 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.

4.96 out of 5 average rating, 138 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 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, 110 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.

A spacious outdoor area features a dining table surrounded by chairs, with a large pool reflecting the blue sky. Tropical plants and palm trees add greenery, while a sign reading 'Clearwater' enhances the relaxed vibe. Bright umbrellas provide shade for the inviting lounging spots.

4.9 out of 5 average rating, 136 reviews

Casa Palmera! *Heated Pool!

Step into relaxation as you enter this tropical pool home, centrally located to everything one would need staying in Clearwater! This 4 bedroom, 2 bath home has been meticulously curated to give our guests the best experience imaginable during their stay on the west coast of Florida. Only 5 miles from world renown Clearwater Beach, 1 mile from the Phillies spring training site, less than 2 miles from some of the best local eateries in Safety Harbor and Dunedin. Come stay at Casa Palmera!

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.

4.99 out of 5 average rating, 146 reviews

Tootsie’s Beachside Retreat-New Heated Pool

LUXURY SALTWATER HEATED POOL HOME! JUST 1.5 MILES TO BEAUTIFUL REDINGTON BEACH. AMAZING REMODELED HOME WITH HIGH END FINISHES LOCATED ON 1/2 ACRE LOT. BRAND NEW CUSTOM POOL WITH PEBBLETECH FINISH AND BAJA SHELF. BEAUTIFUL WHITE SAND BEACHES ONLY 1.5 MILE RIDE! 5 MIN. FROM: 3 COFFEE SHOPS,OUTSIDE MALL WITH SHOPPING, RESTAURANTS AND MOVIES. HOUSE IS ON RARE 1/2 ACRE PROPERTY IN UPSCALE NEIGHBORHOOD. RENOVATED WITH HIGH END FURNITURE AND FIXTURES, SAMSUNG 4K LED T.V.’S IN EVERY ROOM.

4.98 out of 5 average rating, 324 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

Barefoot Parrot /Walk DT & Waterfront/Private Yard

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. Experience the charm of the Barefoot Parrot House, a private pet friendly home with designer decor and abundant outdoor space. 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 unforgettable stay!

A cozy sleeping area is characterized by a spacious bed layered with neutral-tone bedding and decorative pillows. Natural light enters through a window adorned with floral curtains. A round mirror is positioned above the headboard, reflecting the serene ambiance of the room.

4.93 out of 5 average rating, 121 reviews

Alextoria Retreat

Welcome to Seminole FL! A cozy 1 bedroom home that sleeps 4 conveniently. With a private yard to relax and bbq. Located near beaches, shopping and nightlife. Within minutes to dining and parks with playgrounds, fishing, walking/ jogging/ bike paths and serene views. A 9 minute (3.7 mile) drive to Madeira beach an 20 to 30 minutes to many other popular beaches. A 30 minute drive to Tampa (airport) A 22 minute drive to St Pete (airport) 30 min to downtown.

A spacious living area is highlighted by two comfortable sofas adorned with decorative pillows. A coffee table occupies the center, while soft lighting enhances the ambiance. Large windows provide views of the outdoor area, allowing natural light to brighten the space.

4.88 out of 5 average rating, 209 reviews

The Dolphin House Clearwater. Smart TV, Cable

This 2-bedroom, 2-bathroom home is 6 miles from Clearwater Beach, voted America's #1 Beach. Local favorite downtown Dunedin is 2 miles away with shops, breweries, waterfront trails, and more. Quiet location convenient for trips to beaches, restaurants, parks, shopping, dining, and nightlife. Fully fenced yard with charcoal grill. This home has 2 washers and 2 dryers with a well equipped kitchen and screened patio, perfect for up to 8 guests.

A vibrant pool area features playful tiger floaties and white spherical decorations floating on the surface. The pool is surrounded by comfortable lounge chairs and hammocks, with colorful drapes leading to the entrance of the house. Lush greenery and palm trees add a lively touch.

4.9 out of 5 average rating, 194 reviews

Clearwater GLAM | Pool, Games, Hot Pink Oasis!

WOW Factor! Just 10 minutes from Clearwater Beach, this STUNNING home will provide you with enough entertainment for an unforgettable trip. Four bedrooms, two living rooms, game room, heated pool, fire pit, and so much more in this glam-house! See it to believe it! 5 min - Downtown Largo 10 min - Clearwater Beach 15 min - Sand Key Park, Ruth Eckerd Hall, Clearwater Int. Airport 30 min - Tampa Experience Clearwater With Us & Learn More Below!

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 Clearwater house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a 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

4.95 out of 5 average rating, 104 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

5 out of 5 average rating, 200 reviews

Resort Pool Home with Pool Cabana 🏝6 MIN to BEACH-

A spacious screened-in pool area is highlighted, featuring a clear blue pool surrounded by a patio with lounge chairs. A modern kitchen and living room are reflected through large glass doors, connecting indoor comfort to outdoor relaxation.

4.82 out of 5 average rating, 103 reviews

Sunshine, Beaches & Refreshing Pool/Screen Patio

A fenced backyard features a heated swimming pool surrounded by four lounge chairs and two umbrellas. Lush greenery is present in the background, offering shade and a private feel. Sunlight reflects off the clear water, creating a serene outdoor space for relaxation.

4.84 out of 5 average rating, 106 reviews

Villa Bella with Heated Pool

4.88 out of 5 average rating, 125 reviews

3 BR/2B pool home WiFI and Brand new furnishings

A spacious outdoor pool area is visible, featuring a large swimming pool surrounded by lounge chairs and seating areas. A pergola provides shade, while decorative planters add greenery. The area is enclosed by a privacy fence, creating a secluded retreat.

4.99 out of 5 average rating, 346 reviews

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING

4.94 out of 5 average rating, 139 reviews

Home in Apollo Beach

Waterfront Pool Oasis •Kayak, Games & Sunset Views

Weekly house rentals

4.6 out of 5 average rating, 15 reviews

Home in Clearwater Beach

Island Vibes Cottage | Amazing Location

The exterior of Lil' Green is showcased, featuring a light green façade with large glass doors framed by two small windows. Landscaping includes white stones and tropical plants, enhancing the inviting appeal of the studio. A paved area and wooden fence provide a sense of privacy.

4.86 out of 5 average rating, 35 reviews

Sunset Bungalows Lil Green: Heated Pool, Beach, DT

5 out of 5 average rating, 5 reviews

NEW! LaPlage - Centrally Located - Family Friendly

5 out of 5 average rating, 17 reviews

Ft Harisson Beach House | Free Bikes - 6PP

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, 47 reviews

Mango Tree Cottage: bike trail

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.

4.99 out of 5 average rating, 78 reviews

Luxury Clearwater Home • Heated Pool + Near Beach

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, 18 reviews

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

A shaded outdoor seating area is surrounded by potted palms and features a cozy arrangement of furniture, including a circular table with plush seating. Natural light filters in, enhancing the inviting atmosphere of the private yard, which is enclosed by a secure fence.

4.91 out of 5 average rating, 53 reviews

1 Bed Paradise minutes to beach! Couples Retreat!

Private house rentals

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, 6 reviews

Best House on the Trail

4.83 out of 5 average rating, 6 reviews

Clearwater Lake House

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, 97 reviews

Tropical Pineapples

Home in Indian Rocks Beach

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, 91 reviews

Waterfront Duplex- hot tub, bikes, kayaks, SUP

4.94 out of 5 average rating, 32 reviews

A modern living room features a comfortable seating arrangement with two white armchairs and a brown sofa. A wooden coffee table sits at the center, and a wall-mounted TV displays a coastal scene. Natural light enters through large windows adorned with sheer curtains.

Home in Pinellas Park

Right at Home Stay • Pinellas Park Entire Home

The exterior of the house features a light green facade with a turquoise roof. A spacious driveway leads to a two-car garage, surrounded by tropical landscaping. The entrance is highlighted by a decorative front door, and a balcony is visible on the upper level.

4.93 out of 5 average rating, 29 reviews

Lakeview Chic 3BD House for golf/beach lovers

An aerial view showcases the private pool spa surrounded by smooth stone flooring. Two loungers are positioned on one side, while a shed is situated in the background, offering storage. Lush areca palms frame the scene, enhancing the outdoor experience in the fenced backyard.

4.91 out of 5 average rating, 23 reviews

Pool Spa Eden | 12 Min to Beach | Private Yard

A recreational space features a red felt pool table with colorful balls arranged on the surface. In the background, modern laundry appliances are positioned beside a vibrant wall with geometric designs and nautical motifs, creating a fun atmosphere for leisure activities.