Villa holiday rentals in Clearwater

4.84 out of 5 average rating, 150 reviews

Double Waterfront Estate; Kayaks,Firepit, 11 Beds!

-Double WaterFront Urban Estate with it`s own Spring Fed Pond! *3 FirePits *Complimentary Kayaks, Paddleboard, &Canoe for Exploring & Fishing *Fast Wifi &Smart Tv`s *5 Mins from Famed Seminole Heights Restaurants *10 Mins to Downtown Tampa, RiverWalk, Convention Center, Amalie Arena, MFU Ampitheatre, HardRock, Water St. & Armature Works *15 Mins to Raymond James Stadium, Airport, &Cypress Point Park Beach & 0 Minutes from An Epic Sunset View with Your Friends!tre

4.94 out of 5 average rating, 143 reviews

An outdoor patio area features a dining table adjacent to a heated pool. Lounge chairs are positioned nearby, under a screen enclosure. The pool is framed by a laid stone surface, with a view of lush greenery beyond the surrounding fence.

Villa in St. Petersburg

Heated Pool! Huge Walk In Shower! 5 min to beach!

Welcome to Coastal Paradise! This modern villa is newly remodelled and professionally furnished with a beautiful coastal theme. It has a very spacious open layout with plenty of space for the whole family. A huge master walk in shower with two shower heads and four body jets! Out back is a private heated pool with lounge chairs, grill, a hammock, corn hole and a beautiful patio set to enjoy a meal outdoors. Madeira beach is only a 5 min drive away! We also provide all your beach necessities!!

4.84 out of 5 average rating, 104 reviews

An indoor pool is centrally located, surrounded by a tiled patio and a sculpture positioned on the edge. Large windows allow natural light to fill the space, revealing a view of the adjacent dining and kitchen areas. A second level overhangs the pool area.

Villa in Paradise Lakes

Leithen Lodge Is Like a Scottish Castle in N Tampa

Leithen Lodge is a gated lakeside Gem awaiting your luxury visit. Private pool & spa heated for add’l charge of $100per day spa only, $35 per day, wood burning fireplace, gourmet kitchen & fantasy master suite. Paradise Lakes is a CLOTHING OPTIONAL resort. North of Tampa but within drive of beaches, outlet malls Busch Gardens trendy Seminole Heights Tarpon Springs and countless outdoor and nature adventures. Be King or Queen of your own Castle as you enjoy your own Game of Thrones Fantasy...

The kitchen features modern cabinets with white finishes and granite countertops. A round dining table with four chairs is situated near a large window, allowing natural light to fill the space. Stainless steel appliances, including a full-size refrigerator, are arranged along the wall.

4.91 out of 5 average rating, 229 reviews

Busch Gardens, Moffitt, USF Charming Villa

Cozy 1 bedroom and 1 bathroom unit, completely renovated in Live Oaks Square. 3 minutes away from Busch Gardens, Adventure island, MOSI and USF. It is about 21 minutes from Tampa Airport. The back yard has been accommodated so you can enjoy every minute of your stay. -Tampa International Airport 15MI -Tampa Bay Buccaneers Stadium 11MI -Aquarium8.3MI -Busch Gardens1.6MI -Clearwater32MI -Adventure Island2.2MI -Epperson Lagoon23MI -James Haley Veterans2.9MI -USF3.2MI -Moffitt3.5MI -Publix4.1MI

4.99 out of 5 average rating, 100 reviews

The spacious living area features a dark leather sectional sofa with decorative cushions and a low coffee table at the center. Light hardwood flooring extends throughout. Sliding barn doors lead to an adjoining room with television and dining space, while soft lighting enhances the inviting ambiance.

Villa in Safety Harbor

Villa at Harbor House "Villas by Christine"

Welcome to The Villa at Harbor House, located just steps from Safety Harbor’s Main Street, ranked the #10 Main Street by USA Today in 2025. Enjoy convenient walkable access to charming shops, dining, and pubs. This villa is perfect for solo travelers or couples, offering a queen bedroom, fully stocked kitchen, spacious living room, smart TVs, full laundry, and more. Pet-friendly ($100 fee). Beach gear included. For larger groups, consider booking Villa Key West or Villa Italia, steps away.

4.98 out of 5 average rating, 162 reviews

The exterior of the home is surrounded by lush tropical foliage, including palm trees and native plants. A covered patio area can be seen, leading to a pathway of gravel that weaves through the vibrant garden. The inviting entrance is framed by greenery, creating a serene atmosphere.

Villa in Largo

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach

Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

4.89 out of 5 average rating, 104 reviews

No Extra charge for dock use+Heated Saltwater Pool

2 King Beds 1 bath Vintage cottage w outdoor pool on intracoastal waterway. Perfect for 1-4 guests. Bring your small boat no charge. ( Must provide your own supplies/ ties/ bumpers) Only quiet respectful guests welcome. Work from home office with a beautiful view. This is someone's home not a business. It's professionally cleaned, welcoming, down to earth. If you are booking last minute(arriving within 3 weeks) please make sure to ask about check in time before booking. BTR1587

4.91 out of 5 average rating, 127 reviews

Villa in Largo

The Tropical Oasis, w/ Solar Heated Pool and Games

Welcome to your private, tropical escape! Unwind by the solar-heated pool in a screened, mosquito-free lanai. FUN & GAMES: Enjoy Billiards (Pool Table) 🎱, Foosball, Cornhole, board games, and 3 Smart TVs 📺. PRIME LOCATION: Only 5 min 🚗 to Indian Rocks & Bellaire Beach, FL Botanical Garden, and dining. Essentials: 🌞 Heated Swimming Pool (Private!) 🎮 Billiard Table / Foosball Table / Cornhole / Boardgames and more! 🛏️ 4 Queen/Full Beds 🧺 Beach Amenities

A saltwater pool is featured with a large yellow inflatable duck wearing sunglasses. Water splashes create a lively ambiance, while a shaded patio area is visible in the background. Roller coasters can be seen beyond the pool area, highlighting the proximity to attractions.

4.91 out of 5 average rating, 140 reviews

Busch Gardens Deluxe Edition w/heatedpool

Accommodation that you choose can make a big difference to your trip. Busch Gardens Royal Experience offers an exciting villa taking your adrenaline limit to the next level. Get out of that overwhelming routine. Create extraordinary memories in this full renovated house 3bedrooms/2bathrooms located 3 minutes away of Busch Gardens Tampa Bay. From its cozy pool area with a majestic pergola you can see several roller coasters. Just a VIP experience so Put it slow motion.

4.83 out of 5 average rating, 147 reviews

An outdoor space features a sparkling swimming pool surrounded by a screened enclosure. A hot tub is adjacent to the pool under warm string lights. Various games are available, including a ping pong table and a billiard table, providing entertainment options for guests.

Villa in Brandon

Resort pool/ home hot tub game room near airport

Welcome to home away from home! This beautiful 4 bedroom 2 bathroom house is new with modern decor and has everything you need for a comfortable and relaxing stay. The house features a sparkling swimming pool and a hot spa, perfect for unwinding after a long day. Located in brandon, you’ll be just 15 minutes away from downtown, where you can experience the city’s vibrant culture and attractions. Get ready to create some unforgettable memories in this charming abode.

Villa in Redington Shores

4.88 out of 5 average rating, 143 reviews

Beach steps from your door. Walk to Dine Peaceful

1 HOUSE TO BEACH! A 30 second walk. 1 of 3 units in a private beachside villa tucked away on a peaceful street. A hidden gem away from busy condos. Wide beautiful beach goes for miles. Walk to many restaurants. Washer/dryer in unit. *Private patio. *Full sized kitchen. *Quiet ductless AC, *Free parking in front. *BEACH supplies provided. 1 bedroom super comfy queen bed, separate living room very comfortable pop-up sofa. 2 more units available; 1 bdm & 3 bdm.

A modern kitchen area features sleek white cabinetry, gray countertops, and stainless steel appliances. An island with two black stools offers additional seating. Well-lit by overhead fixtures, the space includes a door leading to an entrance and a doorway to a small adjacent room.

4.84 out of 5 average rating, 199 reviews

Boho -Minimalist villa

Welcome to our Boho Minimalist Villa 4311 unit B with a 2 bedroom and 1 bathroom. Conveniently located in the heart of Tampa, Florida. “Points of interest” to visit and enjoy while you are here: Raymond’s James Stadium, New York Yankees Training Camp, Hillsborough Community College, International Tampa Airport, Downtown Tampa, Midtown within less than 10-minutes’ drive enjoy a great afternoon eating at many local restaurants.

Popular amenities for villa rentals in Clearwater

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

4.78 out of 5 average rating, 18 reviews

A modern kitchen features white cabinetry and a spacious granite countertop. Stainless steel appliances, including a microwave and oven, are visible. A sink with a sleek faucet is positioned near a window, and a coffee maker is placed on the counter.

Villa in Ruskin

*Modern 2/2 Cottage with Spacious Backyard*

4.99 out of 5 average rating, 98 reviews

A light-filled living area features a comfortable sofa adorned with decorative pillows. A wooden coffee table sits in front, complemented by a small plant. Sheer curtains frame the window, while a ceiling fan offers ventilation. A door leads to the outside, and a workspace is visible in the background.

Villa in Largo

10 minutes to Beaches! Basil House

4.89 out of 5 average rating, 27 reviews

A modern dining area features a circular glass table surrounded by four plush blue chairs with chrome detailing. A colorful artwork graces the wall, and a console table stands nearby. The open layout allows for visibility into the adjacent kitchen.

Villa in Sunset Park

Luxury South Tampa Villa 3BR/3BA • Fast WiFi •

Villa in Palm Harbor

4.57 out of 5 average rating, 7 reviews

Family-Friendly 4BR Getaway Saltwater pool

4.76 out of 5 average rating, 38 reviews

A cozy living area is furnished with a gray sofa accompanied by decorative pillows. A light wooden coffee table is centered, with a seashell and decor placed on it. The window allows natural light, complemented by light walls and beach-themed accents.

Villa in St. Pete Beach

Beach Lover's Cove 'Sea La Vie'

4.71 out of 5 average rating, 31 reviews

Villa Liduvina “C”. Near TPA Airport. 1ba/ 1br

A bright outdoor area features a sparkling pool surrounded by sun loungers and a patio with stylish landscaping. The property includes a composite dock and is bordered by greenery, offering a tranquil view of the Intracoastal waterfront.

4.71 out of 5 average rating, 59 reviews

Intra coastal home with pool · Awesome Waterfront

A modern kitchen features white cabinetry and stainless steel appliances, including a refrigerator and oven. A black countertop complements the light wood flooring. A decorative sign reading 'BEACH COTTAGE' is displayed above, adding a coastal-themed touch to the space.

5 out of 5 average rating, 67 reviews

Five Star Gulf Blvd Gem

Luxury villa rentals

A covered outdoor area showcases a glowing blue pool, surrounded by sleek lounge chairs and a playful pool float. Glass sliding doors offer a view of the comfortable seating area, where a table and chairs provide an inviting space for relaxation.

4.85 out of 5 average rating, 59 reviews

Serene Heated Pool Oasis Tampa Vacation

Villa in Ybor City Historic District

The charming exterior of a beautifully restored duplex features a welcoming entrance with decorative columns and a spacious balcony. Warm lights illuminate the facade, while lush greenery surrounds the property, creating an inviting atmosphere complemented by the architectural details typical of the historic Ybor City neighborhood.

4.96 out of 5 average rating, 26 reviews

Casita on Fifth – Entire Casita

An inviting outdoor space is showcased, featuring a large heated pool surrounded by lounge chairs and a thatched umbrella. Soft lighting enhances the atmosphere as the pool's water reflects vibrant blue hues, creating a relaxing environment. A dining table and grill are visible in the shaded area.

Villa in Thonotosassa

4.76 out of 5 average rating, 70 reviews

Stunning Thonotosassa Home ~ 7 Mi to Ocean!

A charming entryway features a light-colored front door surrounded by large windows and lush tropical plants. The space is paved with square tiles and shaded by a wooden trellis adorned with vibrant flowering vines.

Villa in Dunedin

Unique Villas 3Plex in the Heart of Downtn Dunedin

4.97 out of 5 average rating, 31 reviews

A tranquil pool area is highlighted by a sparkling blue water surface, surrounded by lush greenery. Comfortable lounge chairs are arranged nearby, adorned with striped pillows. A gentle waterfall feature adds a serene touch, while a privacy fence encloses the space.

Villa in Bay Crest Park

(BAYC) Heated Pool Villa. Boat rental available

Villa in Clearwater Beach

A rooftop terrace is shown with two lounge chairs and a small table. A large umbrella provides shade, while a view of the waterfront and city skyline is visible in the background. The sky displays soft hues of purple and pink, enhancing the serene setting.

4.98 out of 5 average rating, 47 reviews

Walk to Beach (4 min), Pool, Private Roof Deck

4.92 out of 5 average rating, 75 reviews

A heated pool is surrounded by comfortable loungers and shaded by a stylish cabana. A spacious patio area features outdoor seating, while lush greenery and tall trees create a serene backdrop under the clear blue sky.

Villa in Seminole

5 BR Luxury Beach Villa: Heated Pool & Games Room

4.92 out of 5 average rating, 93 reviews

The Emerald Villa, Eco-Luxury by the Sea

Villa rentals with a pool

4.97 out of 5 average rating, 35 reviews

A spacious heated saltwater pool is surrounded by a screened enclosure, featuring colorful inflatable floats. A playroom is visible with cheerful decor, while a cozy media room offers comfortable seating. The exterior showcases a welcoming home, with a yard perfect for children’s play.

Villa in Dunedin

Family Haven/Kid's Amenities Near Honeymoon Island

An aerial view showcases a coastal neighborhood along the intracoastal waterway, featuring a single-story home with a gray roof and a landscaped front yard. Palm trees line the driveway, and nearby properties reflect a variety of architectural styles, emphasizing the serene waterfront setting.

5 out of 5 average rating, 43 reviews

IRB Harbor House Semiprivate Waterfront Pool Villa

4.93 out of 5 average rating, 55 reviews

The dining area features a modern table with gold accents, surrounded by plush gray chairs. A stylish chandelier hangs above, illuminating the space. The open-concept layout offers a clear view of the adjacent kitchen and a spacious living area with a large television.

Villa in Palm Harbor

Villa Luxe~Heated Saltwater Pool~Near Beaches

4.94 out of 5 average rating, 36 reviews

Pets Welcome @Pool Villa 2 miles from USF & Moffit

5 out of 5 average rating, 6 reviews

Villa in Belleair Beach

Gorgeous Villa with Heated Pool & Beach Views!

4.68 out of 5 average rating, 65 reviews

A large heated swimming pool is surrounded by lounge chairs and tiki huts, set against the backdrop of a sandy beach and the shimmering Gulf waters. Sunlight reflects off the water, creating a tranquil atmosphere for relaxation and leisure.

Villa in Indian Shores

Relax on the beach Pool closed 8-4PM during April

A serene outdoor pool area is enclosed by a screened structure, allowing for a private retreat. Sun loungers are positioned beside the clear, inviting water, and lush greenery surrounds the pool, enhancing the tranquil setting.

4.99 out of 5 average rating, 89 reviews

Luxury home in the heart of South Tampa & POOL!