
Villa holiday rentals in Pinellas County
Find and book unique villas on Airbnb
Top-rated villa rentals in Pinellas County
Guests agree: these villas are highly rated for location, cleanliness and more.

Palm Haus • Heated Pool • Near Beach • Game Room
Charming home with stylish baths & bedrooms. Heated pool included in the price. Gas fire-pit, outdoor games, large secluded backyard! Game room! Near Honeymoon Beach & Caladesi Island open for sunbathing & water sports; historic downtown Dunedin with cute shops, cafes, restaurants & cultural events. The area has a number of top-notch golf courses and trails. Palm Harbor's welcoming community & mild climate make it an ideal getaway for outdoor adventures, cultural experiences, and coastal views.
FamilyValueLong stay

Basil House — Your Perfect Florida Escape
Experience the best of Florida living at Basil House, a contemporary, updated villa designed for relaxation and convenience. Nestled in a quiet neighborhood, you are perfectly positioned between the energy of Clearwater and the charm of St. Pete, with the Gulf’s white-sand beaches just a 10-minute drive away. Whether you’re here for a vacation, a remote-work retreat, or a beach getaway, this home offers a cool and relaxing atmosphere with all the modern comforts you expect from a premium stay.
FamilyLocationNearby

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!!
LocationValueAir conditioning

Villa Key West "Villas by Christine"
Perfect location, Charming Villa Guests are loving the newly renovated Villa Key West. Christine's goal was to make guests to feel the charm of a Key West Villa while experiencing the amenities of a 5 star hotel The Living room and bedrooms have large smart TV’s with complementary Roku, Netflix, Prime and Hulu. Enjoy the view out back of one of Safety Harbors 150 year old Oak & nature pond. We are per friendly. Please let us know you will be bringing pet. Pet fee of $100.00 due upon arrival.
LocationValueAccess

Waterfront saltwater Pool home w boat slip
2 King Beds 1 bath Vintage cottage w outdoor saltwater pool on intracoastal waterway. Perfect for 1-4 guests. Bring your small boat no charge. Only quiet respectful guests welcome. Work from home office with a beautiful view. This is someone's private home half of the year. Airbnb pros you know the deal.. read the full House Rules & Manual to respect our neighbors and town. Airbnb newcomers please read everything x2. IRB strictly enforces occupation limits, parking & noise. Thanks! BTR1587
FamilyLocationBathroom

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.
ValueFamilyBeach

The Emerald Villa, Eco-Luxury by the Sea
Eco-friendly, earth conscious seaside villa. Located just steps from the soft sands of the Gulf of Mexico beach, this exquisitely designed family home offers a luxurious yet sustainable escape. Encased in natural light, 4 bedrooms and 3 baths, the villa sleeps dynamic families and small groups in uncompromising comfort and style and provides all the zen essentials. In-house health suite with gym, infrared sauna and red light therapy available upon request at small additional daily fee.
FamilyLocationHot tub

1 minute walk to beach! Peaceful. Park 2 cars
1-minute walk to beach! Gorgeous sunsets and miles of white sand! Short walk to restaurants, Hidden gem tucked away from busy condo crowds. One of only 3 units in a charming Gulf-side villa. Fully equipped kitchen. 2 king bedrooms, 2 twin beds in 3rd bedroom with laundry room has extra couch to lounge. Sleeps 6. 2 free parking spots, central A/C, Outdoor dining. Cooler, beach towels & chairs . Close by: pickleball courts, putt-putt golf, food, music, shops, groceries.
FamilyValueDecor

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
ValueFamilyPets

Dolphin Cove Waterfront St. Pete Beach w/ Pool
THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!
ValueLocationPool

Villa 3, waterfront propety, 2 min walk to beach
1 Bed, 1 Bath, Sleeps 4 (sofa sleeper) Located in a 4 villa complex just a 2 minute walk to white sandy Clearwater Beach! Quaint and casual is our motto. Villa has Cable TV, WI FI. Separate bedroom. This unit is adjacent to another 1 bedroom unit with an adjoining door so you could fit 6 people in 2 units !! We are not a hotel we are a vacation rental. We now have washer and dryer on the property for guest use, no fee.
ValueLocationBathroom

Couples retreat•5 Min Walk Beach. Endless Sunsets
Fall in love with Flipper’s at Mad Beach, a private, newly renovated coastal oasis designed for romantic getaways. Located just a few steps from the sugary sands of Madeira Beach, this intimate retreat offers the perfect blend of modern luxury and relaxed beach vibes. It is the ultimate hidden gem for couples seeking a peaceful, private, and memorable vacation by the ocean.
ValueFamilyBathroom
Popular amenities for villa rentals in Pinellas County
Private villa rentals

Five Stars on Gulf Blvd
ValueFamilyCheck-in

Beach Lovers' Cove 'Sea La Vie' 1 - 2 blks 2 sea
LocationFamilyIndoor spaces

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

Vacation Villa in Tampa 17 Guest
ValueLocationAccuracy

4BR | Private Pool | Near Beach | Sleeps 10

Saltwater Pool Home | 4BR 9 Guests | Palm Harbor
LocationFamilyLayout

Casa 'Island Life' is Better in Flip Flops

Vila at Holiday Isles Resort
LocationFamilyComfort
Luxury villa rentals

Lux Lakeside Villa with Heated Pool, Golf, Firepit
FamilyValueIndoor spaces

The Palm Island Villa Luxury 4 BDR Waterfront Home
LocationFamilyNearby

Spanish Villa: heated Pool, near beach: main house
FamilyLocationPool

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

Family Haven/Kid's Amenities Near Honeymoon Island
LocationFamilyIndoor spaces

(BAYC) Heated Pool Villa. Boat rental available
FamilyLocationTV

Pura Vida #704 3BR Beachfront Condo

Unique Villas 3Plex in the Heart of Downtn Dunedin
LocationFamilyCleanliness
Villa rentals with a pool

IRB Harbor House Semiprivate Waterfront Pool Villa
FamilyLocationIndoor spaces

Coastal Cottage | Top 1% Airbnb Worldwide
ValueLocationLong stay

Villa Luxe~Heated Saltwater Pool~Near Beaches
LocationFamilyAir conditioning

Stay on the Beach! Cozy condo large heated pool
ValueFamilyBathroom

Luxury waterfront in the heart of treasure island
ValueLocationKitchen

Family villa w/ pool, fire pit & games
FamilyValueOutdoor spaces

Private Waterfront Estate | Pool + Dock
LocationFamilyCondition

Renovated 3-bedroom villa with pool and hot tub
LocationFamilyBeach
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- Anna Maria Island
- Siesta Beach
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Hard Rock Casino
- University of South Florida
- Dunedin Beach
- Vinoy Park
- Epperson Lagoon
- John's Pass
- Crescent Beach
- Tropicana Field
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Weeki Wachee Springs State Park
- Anna Maria Public Beach
- Img Academy
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