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, 139 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, 181 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).

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

Welcome to the Peachy Tiki - Clearwater's family and group friendly fun getaway close to everything! With 2 arcade games, a pro foosball table, a stocked kitchen, and a large heated pool (no charge to heat) you may not want to leave this home 🤩 We also feature an outdoor TV, grill and outdoor shower for true Florida living🌴 Indulge in your morning coffee by the pool! We offer K cups and drip coffee. If frozen margaritas poolside are more your thing, we’ve got you covered with a blender 🍹

4.91 out of 5 average rating, 149 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

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

A serene pool area is featured, surrounded by palm trees and lounge seating. A pink inflatable mermaid floats in the crystal-clear water. The view includes a tranquil saltwater canal with residential homes in the background, enhancing the peaceful coastal vibe.

4.9 out of 5 average rating, 152 reviews

Heated pool, boat dock, golf cart & best location

Upscale coastal waterfront home just 3 minutes to the beach, shops, bars, and restaurants! Chef’s dream kitchen with luxury appliances, 60” fridge & 48” range. Every bedroom has water views & smart TVs. Relax in the heated pool, grill out on the covered patio, or lounge by the boat dock on a saltwater canal. Golf cart included (deposit required). Bonus: we own 2 luxury yachts and offer private charters for an additional cost—making your stay truly unforgettable!

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

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, 21 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 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.

5 out of 5 average rating, 7 reviews

Beautiful Clearwater Beach House, Steps to 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, 6 reviews

WTFR home heated pool, golf cart, kayaks, SUP

A private heated pool is surrounded by a spacious deck featuring lounge chairs and a dining area. Palm trees provide shade while boats are visible at the dock. String lights overhead create a relaxed ambiance, and the tranquil water reflects the blue sky.

4.96 out of 5 average rating, 125 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

4.97 out of 5 average rating, 188 reviews

Home in St. Petersburg

Beach Vacation Dream Pool Home-5 Mins to Beach

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, 72 reviews

Luxury Clearwater Home • Heated Pool + Near Beach

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.

4.86 out of 5 average rating, 113 reviews

Heated Pool, Golf, FUN! Clearwater Game Villa

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, 98 reviews

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

Weekly house rentals

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

4.95 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!

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.

4.74 out of 5 average rating, 70 reviews

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

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

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

A charming blue house is surrounded by vibrant palm trees and lush tropical plants. The front porch features two wooden rocking chairs, inviting relaxation. Bright sunlight illuminates the scene against a clear blue sky, emphasizing the coastal atmosphere.

5 out of 5 average rating, 14 reviews

Clearwater Beach Bungalow Steps from the sand!

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 outdoor area features a heated saltwater pool illuminated with a soothing blue hue. Surrounding palm trees and tropical landscaping enhance the tranquil atmosphere. A yellow and white striped umbrella provides shade beside the pool, offering a picturesque view of the waterway beyond.

4.9 out of 5 average rating, 83 reviews

OceanView~Golf Cart~Heated Pool~5k SqFt~Game Room

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.

4.98 out of 5 average rating, 88 reviews

Waterfront townhome Clearwater Beach

5 out of 5 average rating, 27 reviews

Luxury Mermaid House

A private pool features a unique shape, surrounded by lush greenery and palm trees. A basketball hoop is positioned near the water’s edge. The sun sets in the background, illuminating the area with warm hues, while a patio area is visible in the corner.

4.94 out of 5 average rating, 52 reviews

Modern Pool Home w Putting Green

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 on the Hacienda

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

A vibrant living area features a blue sofa adorned with colorful cushions, complemented by a round wooden coffee table. Bright murals of orange and blue leaves add a lively touch to the space. Natural light filters in from large windows, illuminating the polished floor.