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5240 Villa rentals in Pinellas County, FL
9.6 61 reviews
Pinellas County, FL
10/08 – 10/16
$231/nighttotal: $1848 (8 )
Land's End 1-301 Gulf View - Premier
1 2
house , Treasure Island
This charming beach house is located just steps from Sunset Beach and a short walk to Treasure Island's main attractions, making it the perfect spot for exploring the area. The house has consistently received excellent reviews for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay. The 800-square-foot house can accommodate up to 2 guests in its one bedroom and one bathroom. Enjoy the fully equipped kitchen, air conditioning, swimming pool, jacuzzi, terrace, garden, fitness center, tennis court, and free parking, all while being just steps away from the beach.
9.9 232 reviews
Pinellas County, FL
12/01 – 03/31
$305/nighttotal: $36600 (120 )
Gorgeous Heated Pool House Near Gulf Beaches!
4 2
house , Pinellas Park
This charming vacation home in Pinellas Park offers a peaceful retreat within easy reach of entertainment and cultural attractions, including Tampa Bay Grand Prix, Lake Seminole Park, and Feather Sound Country Club. With excellent user, location, and cleanliness ratings, this property guarantees a memorable stay. The house features an open layout with 930 square feet of space, three bedrooms, one bathroom, and a guest capacity of eight. Amenities include a fully equipped kitchen with modern appliances, air conditioning, free WiFi, a private pool, a garden, barbecue grills, and ample parking.
9.8 20 reviews
Pinellas County, FL
06/20 – 06/27
$140/nighttotal: $980 (7 )
Long Stays Welcome ~ Pet Friendly
2 2
house , Trinity
This Trinity house is located just 1.4 miles from AdventHealth North Pinellas and within a 6-mile radius of several parks, a college, and a bowling alley, making it a convenient base for exploring the area. The home has earned excellent user ratings and is perfect for families or groups of friends. The house has 2 bedrooms and 2 bathrooms, offering 1000 square feet of living space, comfortably accommodating up to 4 guests. Enjoy the amenities, like the private pool, Jacuzzi, and garden, or relax on the terrace and take advantage of the free WiFi and air conditioning.
Pinellas County, FL
06/20 – 07/20
$134/nighttotal: $4020 (30 )
Dolphins Playground - 2nd Story Balcony
1 1
house , Dunedin
Dolphins Playground, a Dunedin vacation home, is situated 7.1 miles from Pier 60 and within 20 miles of various Tampa Bay attractions. This one-bedroom, two-bathroom house sleeps nine guests and boasts a private pool, a second-story balcony with sea views, a fully equipped kitchen with a dishwasher, air conditioning, cable TV, and a seating area.
10 366 reviews
Pinellas County, FL
07/26 – 08/01
$121/nighttotal: $726 (6 )
Paradise Cottage Largo Beaches 1 Mile High Ground
1 2
house , Largo
This charming cottage in Largo is just 1.5 miles from the Gulf of Mexico and within walking distance of Taylor Park, a large county park. It has received excellent ratings for location, cleanliness, and user experience. The cottage has one bedroom and one bathroom, accommodating up to two guests. It features a modern kitchen with stainless steel appliances, a private deck, and a central air conditioning/heating system.
10 36 reviews
Pinellas County, FL
06/20 – 06/27
$188/nighttotal: $1316 (7 )
The Cook Cottage Sleeps 4 In Dunedin
1 2
cottage , Dunedin
This Dunedin bed and breakfast is conveniently located within walking distance of the Pinellas Bike Trail, the ballpark, shops, marina, restaurants, and nightlife. Beaches are also accessible by bike. The B&B has earned excellent ratings for its cleanliness, location, and overall user experience. Each of the four master suites offers a private bathroom with a Jacuzzi tub, a desk, a small refrigerator, a microwave, and high-speed internet. Guests have access to a gourmet kitchen, a laundry room, a garden, a spa, and a terrace/balcony.
8.9 39 reviews
Pinellas County, FL
07/26 – 08/01
$183/nighttotal: $1098 (6 )
Forever Beach View Sailport Resort Condos Tampa
1 2
house , Tampa
This Tampa vacation rental is located in the Harbor district, just a short drive from Ben T Davis Beach and Raymond James Stadium. The house has received excellent ratings for cleanliness, location, and overall experience. This one-bedroom, one-bathroom house features a private pool, balcony, fully equipped kitchen, and fitness center. Enjoy a relaxing stay with amenities like a hot tub, garden, and elevator access.
9.0 3 reviews
Pinellas County, FL
06/20 – 06/27
$204/nighttotal: $1428 (7 )
Vista Verde East 250
2 2
house , St. Petersburg
Vista Verde East 250, a St. Petersburg rental home, is conveniently located a short walk from Isla del Sol Beach and within 7-9 miles of attractions like John's Pass Village & Boardwalk, The Dali Museum, and the Chihuly Collection. This 1140-square-foot house features two bedrooms, two bathrooms, sleeps seven guests, and includes a private pool, Jacuzzi, tennis court, and free parking; a well-equipped kitchen and private balcony complete the amenities.
9.3 42 reviews
Pinellas County, FL
12/01 – 03/31
$327/nighttotal: $39240 (120 )
New Listing Tropical Sunset Beach Cottage
1 2
cottage , Treasure Island
This charming cottage is located in a beach-centric community in Treasure Island, just steps away from the sandy shores, restaurants, shops, and bars. It has received excellent ratings for location, cleanliness, and overall user experience. The cottage comfortably sleeps four with a bedroom and a pull-out sofa in the living room, offering 870 square feet of space. Enjoy modern amenities like air conditioning, a fully equipped kitchen, a relaxing spa, and a private garden, all while soaking in the classic Florida charm.
8.0 5 reviews
Pinellas County, FL
06/20 – 06/27
$128/nighttotal: $896 (7 )
Lakefront Cabin #402 10mins To Beach/pet Friendly/prime Location/book Today
1 2
cabin , Seminole
This rustic log cabin offers prime lakefront access on Lake Seminole, just a short drive to St. Petersburg - Clearwater Beaches and Clearwater Beach. This pet-friendly cabin accommodates up to 6 guests with 1 bedroom and 1 bathroom, featuring a fully equipped kitchen, Roku TVs, a Murphy bed, and a private deck with a BBQ grill, plus on-site kayak rentals.
9.5 141 reviews
Pinellas County, FL
07/26 – 08/01
$226/nighttotal: $1356 (6 )
The Flo's House
2 2
house , Lake Magdalene
The Flo's House is located in a quiet neighborhood, just 5.2 miles from Adventure Island and 4.5 miles from the University of South Florida, making it a convenient base for exploring the area. Travelers have consistently rated this rental excellent for its cleanliness, location, and overall experience. The home features a private courtyard, a patio, and a fully equipped kitchen. Guests can enjoy amenities like a swimming pool, a spa, a tennis court, and a barbecue grill, along with streaming services, free Wi-Fi, and private parking.
10 51 reviews
Pinellas County, FL
10/08 – 10/16
$133/nighttotal: $1064 (8 )
New Private Guesthouse Walk To Downtown Dunedin
1 2
house , Clearwater
This brand-new Dunedin guesthouse, built July 2024, is conveniently located near Clearwater and Honeymoon Island beaches, within walking distance of TD Ballpark and downtown Dunedin, and directly across from the Pinellas Trail. The one-bedroom, one-bathroom unit sleeps three, features a kitchen with a fridge, microwave, and dishwasher, offers air conditioning, a private fenced yard, and parking; nearby activities include biking the Pinellas Trail and exploring Clearwater's attractions.
Search Vacation Homes with a Pool in Pinellas County, FL
Having a pool at your Pinellas County, FL vacation home lets you enjoy a dip to complement a day by the water without extra planning.
9.6 353 reviews
Pinellas County, FL
12/01 – 03/31
$694/nighttotal: $83280 (120 )
603 Harborview Grande
3 2
house , Clearwater
This Clearwater Beach home is just a short walk from the Clearwater Marine Aquarium and Encounters With Dolphins, making it a great choice for families and those who want to be close to the action. The property enjoys excellent ratings for location, cleanliness, and user experience. The residence offers two bathrooms and a fully equipped kitchen, perfect for preparing meals. Enjoy the Florida sunshine with a dip in the pool, relax in the Jacuzzi, or unwind on the terrace with a refreshing drink.
9.7 125 reviews
Pinellas County, FL
10/08 – 10/16
$242/nighttotal: $1936 (8 )
103 - La Coquina
2 2
house , Madeira Beach
This vacation home is just a 3-minute walk from Madeira Beach and a short drive from John's Pass Village and Boardwalk, offering easy access to the area's best attractions. It has consistently received excellent ratings for location, cleanliness, and overall experience. This 1150-square-foot home comfortably accommodates up to 6 guests. Enjoy amenities like a fully equipped kitchen, air conditioning, a private pool, a terrace, a garden, free Wi-Fi, and parking.
9.5 162 reviews
Pinellas County, FL
10/08 – 10/16
$261/nighttotal: $2088 (8 )
Pool Access & Kayaks: Indian Shores Townhome
2 2
house , Indian Shores
This two-bedroom vacation home in Indian Shores is just a short walk from St. Petersburg - Clearwater Beaches and Smugglers Cove Adventure Golf. It features stunning Gulf of Mexico views, a shared pool and barbecue area, and a private balcony. It has an excellent user, location, and cleanliness rating. The 1230-square-foot home has a fully equipped kitchen, a comfortable living room, and can accommodate up to six guests. It also includes free WiFi, air conditioning, and a DVD player.
Pinellas County, FL
06/18 – 06/25
$206/nighttotal: $1442 (7 )
Downtown Gulfport Heated & Cooled Pool-b
2 2
house , Gulfport
This 2-bedroom, 1-bathroom villa is located in Downtown Gulfport, a 7-minute walk from Gulfport Beach and 5.5 miles from Tropicana Field. This family-friendly accommodation offers 870 square feet of living space, sleeps up to 7 guests, and features a well-equipped kitchen, air conditioning, a private balcony, and access to a heated community pool, with free WiFi and private parking available.
Best Pinellas County, FL houses with a kitchen
9.4 41 reviews
Pinellas County, FL
12/01 – 03/31
$383/nighttotal: $45960 (120 )
Seacove In Indian Shores
3 2
house , Indian Shores
This Indian Shores vacation home boasts direct beach access, a short walk from Indian Shores Beach and a 5-mile drive from John's Pass Village & Boardwalk. The 1400-square-foot property features two bathrooms, a private balcony, a fully equipped kitchen, free Wi-Fi, and access to a community swimming pool and fitness center.
9.3 2 reviews
Pinellas County, FL
06/20 – 07/20
$124/nighttotal: $3720 (30 )
< 2 Mi To Upham Beach: Colorful Bungalow W/ Pool
1 1
house , St. Pete Beach
This charming bungalow is conveniently located in St. Pete Beach, just a short distance from the beautiful white sands of Upham Beach and the lively John's Pass Village. The apartment has consistently received positive reviews, with guests praising its cleanliness, location, and overall value. The single-bedroom apartment offers 660 square feet of comfortable living space. Guests can enjoy a private pool, a well-equipped kitchen, and a variety of other amenities, including a garden, sauna, and spa.
10 1 review
Pinellas County, FL
06/20 – 06/27
$187/nighttotal: $1309 (7 )
3 Mi To Riverwalk: Pet-friendly Home W/ Yard!
1 2
cottage , Palmetto
This Palmetto cottage is conveniently located less than a mile from the Manatee County Agricultural Museum and within a 3-mile radius of the Bradenton Area Convention Center, The Bishop Museum of Science and Nature, Manatee Performing Arts Center, and Riverwalk. The cottage offers a fully equipped kitchen, a comfortable living space with a TV, a patio for outdoor relaxation, and 1.5 bathrooms, making it a great option for travelers seeking a peaceful and private getaway.
Pinellas County, FL
06/20 – 07/20
$90/nighttotal: $2700 (30 )
Resort Style Living At The Beautiful Seven Springs Golf And Country Club.
2 1
house , Trinity
This remodeled villa in New Port Richey offers pond and golf course views, with Lane Glo Bowling and Gulf View Square located within 2 miles, and the Center for the Arts at River Ridge and St Nicholas Boat Line also nearby. This 1190 square foot house accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, garden, sauna, tennis court, and a detached 1-stall garage, plus access to on-site fitness center and restaurant.
Frequently Asked Questions about villa rentals in Pinellas County, FL
You've got to see the iconic Clearwater Marine Aquarium, home to Winter the dolphin, and the Dali Museum in St. Petersburg with its unique architecture and fascinating art collection. Of course, no trip to Pinellas County is complete without a visit to the beautiful beaches like Clearwater Beach and St. Pete Beach.
What are the best villa rentals in Pinellas County, FL?
The Great Explorations Children's Museum in St. Petersburg is a fantastic place for kids to learn and play. The Museum of Fine Arts in St. Petersburg also has family-friendly exhibits and events. If you're looking for something a little different, the Sunken Gardens in St. Petersburg is a beautiful indoor oasis with exotic plants and flowers.
What are the best villa rentals with a pool in Pinellas County, FL?
Pinellas County offers a ton of activities! You can spend your days relaxing on the beach, exploring the vibrant downtown area of St. Petersburg, or visiting the many parks and nature preserves. For a unique experience, try a sunset cruise on the Gulf of Mexico or a dolphin watching tour. There's something for everyone!
What are the best villa rentals with a jacuzzi in Pinellas County, FL?
Renting a house or villa in Pinellas County gives you more space and privacy than a hotel. You'll also have access to a kitchen, laundry facilities, and often a private pool or patio. This is a great option for families or groups of friends traveling together.
What are the best villa rentals for families and kids in Pinellas County, FL?
Pinellas County has a vibrant food scene with many festivals and events throughout the year. The Suncoast Food & Wine Festival in St. Petersburg is a popular event featuring local restaurants, wineries, and breweries. The Taste of Pinellas in Largo is another great option, showcasing the diverse culinary offerings of the county.
What are the best pet friendly villa rentals in Pinellas County, FL?
You can take a private sunset sail on a luxury yacht, enjoy a gourmet dinner at a Michelin-starred restaurant, or even go on a private fishing charter. There are plenty of options for those looking for a truly unforgettable experience.
What are the best villa rentals with parking in Pinellas County, FL?
The areas of Indian Rocks Beach, Belleair Beach, and Treasure Island are popular for villa rentals. They offer a quieter, more residential feel compared to the bustling beaches of Clearwater and St. Pete Beach.
Destinations nearby
Best Pinellas County, FL houses with air conditioning
8.9 115 reviews
Pinellas County, FL
06/18 – 06/25
$175/nighttotal: $1225 (7 )
Elegant Cozy Oasis On A Traffic Free Street
2 2
house , Clearwater
This Clearwater house is located on a quiet street, just 2.9 miles from Pier 60 and 15 miles from John's Pass. It has excellent user, location, and cleanliness ratings. This 2-bedroom, 1-bathroom vacation rental offers 1000 square feet of comfortable living space. The home features a fully equipped kitchen, a private pool, a spa, and a terrace, along with access to water sports and fishing.
9.3 225 reviews
Pinellas County, FL
12/01 – 03/31
$336/nighttotal: $40320 (120 )
506 - Crystal Palms
2 2
house , Treasure Island
This Treasure Island house is located just a short drive from St. Pete Beach Theatre and Boca Ciega Bay Aquatic Preserve, offering easy access to local attractions. The house has received excellent user and location ratings and a very good cleanliness rating. The 930-square-foot house has two bedrooms and two bathrooms, comfortably accommodating up to six guests. Guests can enjoy amenities like a swimming pool, jacuzzi, and a fully equipped kitchen with a fridge, microwave, dishwasher, and coffee machine.
9.3 69 reviews
Pinellas County, FL
06/20 – 06/27
$232/nighttotal: $1624 (7 )
The Bardmoor A Luxury Family Retreat In St Pete
2 2
house , Bardmoor
This Bardmoor house rental is located in Seminole, Florida, 8.1 miles from John's Pass and 6.8 miles from St. Pete-Clearwater International Airport. This 1400-square-foot home features two bedrooms, one bathroom, a fully equipped kitchen with modern appliances, free Wi-Fi, on-site parking, and a relaxing garden; it comfortably accommodates families.
9.9 41 reviews
Pinellas County, FL
07/26 – 08/01
$177/nighttotal: $1062 (6 )
Calming Getaway: 9 Mi To Clearwater Beach!
2 2
house , Greenbriar
This Greenbriar vacation home is conveniently located 6.9 miles from Clearwater Beach's Pier 60 and 15 miles from St. Pete-Clearwater International Airport. This 1150-square-foot house features two bedrooms, a fully equipped kitchen with dishwasher and microwave, air conditioning, a patio, a garden, a spa, free Wi-Fi, parking, and a washer.
Neighborhoods and points of interest in Pinellas County, FL
Best Pinellas County, FL villas and beach houses with jacuzzi
9.2 66 reviews
Pinellas County, FL
06/20 – 07/20
$129/nighttotal: $3870 (30 )
Resort Condo With Private Beach
1 1
house , St. Petersburg
This aparthotel is located in St. Petersburg, Florida, just a short walk from Bermuda Bay Beach and within a 5-mile radius of Tropicana Field and The Dali' Museum. The aparthotel has consistently received excellent ratings for location, cleanliness, and overall user experience. Each apartment features a private balcony, a spa bath, a hot tub, and a fully equipped kitchen with modern appliances. Guests can enjoy a range of amenities, including a swimming pool, a jacuzzi, a spa, a fitness center, and a tennis court, as well as access to a garden and a private beach.
8.6 52 reviews
Pinellas County, FL
06/20 – 06/27
$297/nighttotal: $2079 (7 )
Crystal Palms 201
2 2
house , Treasure Island
Crystal Palms 201, a St. Pete Beach vacation rental, is conveniently located 1.1 miles from John's Pass Village & Boardwalk and 1.8 miles from Sunset Beach, offering easy access to Treasure Island attractions. This 930-square-foot house features two bedrooms, two bathrooms, a fully equipped kitchen, a private pool, Jacuzzi, and free parking, perfect for families or groups seeking a relaxing getaway with access to fitness center and tennis court.
Pinellas County, FL
06/20 – 07/20
$130/nighttotal: $3900 (30 )
Palma Del Mar E 111
2 1
house , St. Petersburg
Palma Del Mar E 111 is a vacation rental in St. Petersburg, Florida, a six-minute walk from Isla Del Sol Beach and eight miles from Tropicana Field. This 910-square-foot house features two bedrooms, two bathrooms, accommodates seven guests, and includes a private balcony with sea views, a pool, a Jacuzzi, a tennis court, free parking, and free Wi-Fi.
8.8 67 reviews
Pinellas County, FL
06/20 – 06/27
$280/nighttotal: $1960 (7 )
Land's End 4-406 Bay Front
2 2
house , Treasure Island
This vacation rental is located in St. Pete Beach, just a short drive from Treasure Island and a 2-minute walk from the peaceful Sunset Beach. It has received excellent ratings for location, user experience, and cleanliness. The house is spacious with 1100 square feet and can accommodate up to 6 guests. It offers a range of amenities, including a fully equipped kitchen, a swimming pool, a jacuzzi, a tennis court, and a fitness center, ensuring a comfortable and enjoyable stay.