House holiday rentals in Clearwater Beach

4.95 out of 5 average rating, 224 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, 240 reviews

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 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, 142 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

4.99 out of 5 average rating, 148 reviews

A three-story home is surrounded by lush tropical landscaping, showcasing palm trees and colorful plants. The spacious driveway leads to a carport area. A wraparound deck with railings is visible on the upper floors, inviting relaxation and ocean breezes.

Home in Treasure Island

You Belong on a Beach ! Walk to Beach - Food - Bar

Discover this secluded stretch of beach. Your stunning home is situated across the road from soft white powdery sand and the emerald Gulf waters. The boardwalk dining/entertainment is a leisurely stroll away. Unwind on wraparound decks as you take in the evening sunset view. A memorable vacation awaits families with children, several couples, or a group of friends. All 3 bedrooms come with full bathrooms. Experience true comfort in your thoughtfully designed fully stocked home away from home.

A covered patio area is visible, featuring comfortable wooden chairs with blue cushions and a wooden table. The scene is framed by a screened enclosure, providing an unobstructed view of a private pool surrounded by lush tropical plants.

4.88 out of 5 average rating, 277 reviews

Quiet 3 BD Large Heated Pool & Terrasse-5 mn Beach

Unwind and relax while staying at our freshly renovated Floridian nest! Pretend you are lost in our tropical garden while diving in the pool, take some time for yourself on the covered patio directly facing the blue water and the vivid green of the palm trees. Just breathe, your favorite meal smells good on the grill and your family is enjoying the large TV in the comfortable open space with high ceilings! Enjoy the sea, you are a 5 min drive from the beach and close to everything. Feels good!

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, 249 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).

4.98 out of 5 average rating, 316 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 Designer 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 and reserve your stay with us today.

A welcoming backyard features a large pool surrounded by tropical landscaping and a privacy fence. Colorful pool toys, including a unicorn float, are visible on the water. Strings of lights illuminate the area, enhancing the serene atmosphere of the outdoor space.

4.91 out of 5 average rating, 152 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 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, 160 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

4.99 out of 5 average rating, 333 reviews

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.

Home in Seminole

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

UTOPIA best describes this perfect single story VACATION HOME ! 5 MINUTE DRIVE TO BEACHES!! HUGE AMAZING RESORT SYTLE FREE HEATED POOL with LUXURIOUS PERGOLA, HOT TUB , TIKI BAR and plenty of outdoor seating perfect for soaking up the Florida sun ! Large 3 bedroom 3 bath pool home. Pool heat starts Oct 15 and runs thru april 15 seasonally for FREE( heats 80-85 degrees) large four person hot tub is hot and ready at 101° upon your arrival. No waiting on a hot tub to heat up!

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, 185 reviews

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A private heated pool is surrounded by lush greenery, with a whirlpool nestled at the edge. Lounge chairs are positioned along the patio, enabling relaxation. A dining area with a table and chairs can be seen in the shaded space near the house.

4.92 out of 5 average rating, 106 reviews

Sea Breeze - Pool and Spa - 2 Houses to Beach

4.96 out of 5 average rating, 125 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

5 out of 5 average rating, 81 reviews

Home in Palm Harbor

The Palm Haus • Heated Pool • Near Beach • Games

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!

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, 134 reviews

Home in Apollo Beach

Waterfront Pool Oasis •Kayak, Games & Sunset Views

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, 99 reviews

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

Weekly house rentals

5 out of 5 average rating, 23 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, 50 reviews

Home in Seminole

[TOP PICK]#1 Covered Heated Pool, Spa. LUX Villa

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, 81 reviews

Tropical Pineapples

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 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, 37 reviews

Paradise Point Home in Clearwater-5 miles to beach

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

4.96 out of 5 average rating, 48 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

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, 49 reviews

Lovely 2 beds condo heated pool.

4.94 out of 5 average rating, 47 reviews

Welcome to Indian Rocks Beach!

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

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, 8 reviews

Beautiful Clearwater Beach House, Steps 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, 98 reviews

Newly Updated & Clean Vacation Home

4.99 out of 5 average rating, 72 reviews

A screened-in pool area features a pebble tech heated pool with a Tahoe blue finish. Surrounding the pool are seating areas, a dining table, and a television mounted on the wall, creating a comfortable outdoor space for relaxation and enjoyment.

Home in Seminole

Hannah’s beachside resort.

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 modern, two-story building features a clean white exterior and is framed by lush palm trees. The ground level showcases multiple garage doors, while the upper level includes balconies with decorative railings. A spacious brick-paved driveway leads to the front entrances.