Best Villa Rentals in Pinellas County

Holiday Villas II ON THE BEACH w/Intercoastal View offers accommodations in Clearwater Beach, a few steps from Indian Shores Beach and 1.5 miles from North Redington Beach. This beachfront property offers access to free Wifi and free private parking. The apartment provides an outdoor swimming pool and an elevator. Providing a balcony with pool views, this apartment also offers a cable flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a walk-in shower and a hair dryer. The property has an outdoor dining area. If you like to discover the area, snorkeling, cycling and fishing are possible in the surroundings and the apartment can arrange a bicycle rental service. Indian Rocks Beach is 1.6 miles from Holiday Villas II ON THE BEACH w/Intercoastal View, while John's Pass is 6.2 miles away. St. Pete-Clearwater International Airport is 13 miles from the property.

- "home away" - "We had a great stay,, the condo was very clean and beautiful." - "If you want an exceptional beach side residence look no further!" - "Low-key days on the beach, beautiful sunsets, and screen-free time for my teens! We are already looking for dates for ou" - "It was wonderful restaurant close by beach easily accessible" - "I had a wonderful time with su. and ocean" - "My family and I had an awesome time.we would definitely go back again"

A short distance from surfing, snorkeling, and more, this smoke-free condo lets you experience it all. With the property's convenient onsite parking, you'll be ready to make the quick 4-minute drive to St. Petersburg - Clearwater Beaches or the 6-minute drive to Pass-a-Grille Beach.

After you return, you can unwind at the beach, chill by the outdoor pool, or sip a drink on the balcony; you may also like the outdoor furniture. For a change of scenery, come inside and enjoy the free WiFi and TV.

This 2-bedroom, 2-bathroom rental features a living room and air conditioning. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a microwave, cookware, and a toaster. And because there's a dryer, you can go a bit lighter on your packing.

Kitchen • Internet • Pool • Restaurant • Security/Safety • Balcony/Terrace • Tv • Fireplace/Heating • Ocean View • Accessibility • Bedding/Linens • Laundry

Offering a garden, 2 Bedroom, 2 Bath, Villa features accommodations in Oldsmar. This property offers access to a patio, squash on the squash court, free private parking, and free Wifi. The pool features a fence and lake views. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a walk-in shower and a hair dryer. A flat-screen TV with streaming services and a Blu-ray player are featured. The vacation home offers bed linen, towels, and laundry service. Guests can make the most of the warm weather with the property's barbecue facilities. For guests with children, the vacation home offers an indoor play area and outdoor play equipment. Cycling and fishing can be enjoyed nearby, while a car rental service and water sports facilities are also available on-site. Pier 60 is 13 miles from 2 Bedroom, 2 Bath, Villa, while Raymond James Stadium is 14 miles away. Tampa International Airport is 11 miles from the property.

- "Will recommend" - "My stay was amazing, very quite, and the owner or manager was excellent, she provided all I need." - "Very nice place property manager is very nice and helpful" - "Host was great and very attentive and answered all my questions, place was comfortable and great to stay in!" - "My family and I enjoyed staying here. Place was clean and comfortable enjoyed having a washer and dryer. Kitchen was spa" - "cute little Gator in the back pond"

Located in Seminole, this welcoming villa brings it all within your reach. With convenient uncovered onsite parking, you'll be ready to make the 12-minute drive to Tampa Bay or the 18-minute drive to St. Petersburg - Clearwater Beaches.

After you return, unwind in the picnic area or sip a drink by the firepit, and don't forget about the outdoor furniture. As for the great indoors, you can come inside and enjoy the free WiFi and TV.

This 2-bedroom rental features a charcoal grill, air conditioning, a desk, and concierge services. Bathroom amenities include designer toiletries, towels, and soap. The kitchen is equipped with an oven, a stovetop, and a full-sized refrigerator/freezer, as well as a microwave, cookware, and a toaster. And there's access to laundry facilities, so you can even pack a bit lighter.

- "It was a very nice property. Extremely well stocked...great coffee selection. The host was very communicative. Close to a lot of stuff. Wonderful yard. " - "So glad we decided to book The Bardmoor Estate. Place was adorable. Smelled nice. Well stocked with anything you would need. Grocery store right across the street and other retail and dining just minutes away. *Note.. this property is located on a busy road. Very quiet inside the location and road noise was never an issue. Great communication with rental company. They were pleasant and kind to deal with for any questions we had. We will be returning to stay here in the future for sure. "

Beach Villa 2 Bedroom offers accommodations in Clearwater Beach, a 3-minute walk from Belleair Beach and 6.8 miles from Pier 60. This property offers access to a terrace, free private parking, and free Wifi. John's Pass is 10 miles away and John's Pass Village and Boardwalk is 10 miles from the vacation home. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a bath and a hair dryer. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area. The vacation home has a picnic area where you can spend the day outdoors. Tropicana Field is 20 miles from the vacation home, while Chihuly Collection is 21 miles away. St. Pete-Clearwater International Airport is 10 miles from the property.

- "We stayed with friends and honestly it just felt like home. Everything was clean and well-maintained" - "It's worth doing again." - "Our stay was very relaxing and just what we needed. I’m" - "We were only there for a short time. We wished we could have stayed longer." - "Excellent stay for couples" - "Good" - "Overall stay was good." - "Love to the location, but not always comfortable in the property." - "Rough trip this time."

While you're here, you can enjoy all the comforts of home and more, including a full-sized refrigerator/freezer and an oven, as well as a stovetop and a dishwasher. Other amenities include laundry facilities, a freezer, kitchenware and utensils, and a toaster.

Laundry • Other • Balcony/Terrace • Kitchen • Child Friendly • Pool • Pet Friendly

Sunset Villas 3 is located in Clearwater Beach, just a few steps from North Redington Beach and 4.8 miles from John's Pass. This beachfront property offers access to free Wifi and free private parking. The vacation home offers an outdoor swimming pool and a 24-hour front desk. Offering a balcony and sea views, the spacious vacation home includes 2 bedrooms, a living room, satellite flat-screen TV, an equipped kitchen, and 2 bathrooms with an a bath or shower. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance. Sightseeing tours are available near the property. John's Pass Village and Boardwalk is 5 miles from the vacation home, while Pier 60 is 12 miles from the property. St. Pete-Clearwater International Airport is 14 miles away.

- "Excellent week plenty of fun in the sun" - "Sunrise to Sunset and everything in between were moments forever relived in my mind & heart." - "Great experience will definitely be back!!!" - "Enjoyed! Stayed two years in a row and will return." - "Fantastic location and comfortable accommodation" - "Would consider staying again due to follow up with issues. Thank you April Love." - "Fair, confortable and nice place to stay."

Just a short walk to the beach makes this a great beach getaway for couples or families. On your way you can stop at the Kooky Coconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2023, this unit is in updated, very clean and worry free condition. This cottage is located in a quiet residential neighborhood and a great place to relax. Cold air conditioning, fresh purified water, and fast internet. Plenty of free parking. Free laundry on common area screened porch. Sorry no pets allowed. Easy refund policy. 50amp Level 2 EV car charger on site

- "The location was perfect. 1-1/2 blocks from the beach. Stores were handy just across the causway. " - "We stayed at this location for 2 weeks. Within walking distance to Indian Shores Beach. Well equipped kitchen with everything you need for cooking meals. Host communicated promptly to all my questions prior to booking. " - "It was a dream! The location was perfect, and the property had everything we needed for our week at the beach and then some. Communication was lovely. I'd recommend this stay to anyone!"

Bay View Villas #120 is located in Clearwater Beach, just a 2-minute walk from Indian Shores Beach and 6.7 miles from John's Pass. The property is around 6.9 miles from John's Pass Village and Boardwalk, 11 miles from Pier 60, and 17 miles from Chihuly Collection. Tropicana Field is 17 miles from the vacation home and The Pier is 18 miles away. The air-conditioned vacation home is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. For guests with children, the vacation home features a children's playground. Guests at Bay View Villas #120 can enjoy cycling nearby, or make the most of the outdoor pool. The Dali' Museum is 18 miles from the accommodation, while Raymond James Stadium is 26 miles from the property. St. Pete-Clearwater International Airport is 13 miles away.

- "Great stay! Definitely recommend!" - "Great place, I highly recommend and plan on booking here again." - "Very good location, spacious and comfortable. Just what we needed for a restful break." - "Perfect location for a relaxing stay, nice pool area, short walk to the beach, all in all 10 out of 10" - "Spring training."

Welcome to The Villa at Harbor House, a cozy and beautifully appointed retreat in the heart of Safety Harbor.
Located just steps from Safety Harbor’s Main Street, recently ranked #10 in USA Today’s 2025 Readers’ Choice Awards for Best Main Street in America, Villa Key West offers unbeatable walkability. Park your car when you arrive and enjoy the vibrant downtown shops, restaurants, pubs, and cultural venues all within easy walking distance.This villa offers the perfect balance of quiet comfort and easy access to dining, shopping, and entertainment.
Ideal for couples or solo travelers, this villa features one queen bedroom, a full bathroom, a fully equipped kitchen, a spacious living room, and full laundry facilities. Both the living room and bedroom include large smart TVs with access to popular streaming platforms.
We welcome pets — please let us know in advance if you’ll be bringing one. A $100 pet fee applies. Portable cribs and children’s amenities are available upon request. As with all our Villas by Christine homes, we provide beach gear including chairs, towels, and toys for your outings to nearby beaches and parks.
Traveling with a larger group? Consider booking alongside our sister properties Villa Key West and Villa Italia, located just steps away, perfect for family reunions or wedding parties.
At Villas by Christine, we pride ourselves on delivering resort-quality lodging with all the comfort and convenience of home. I live nearby and am available to assist with any questions during your stay. We look forward to welcoming you to beautiful Safety Harbor!

- "Christine and Dave were great hosts and very attentive. The cottage was very clean and well equipped and would recommend this property for a couple wanting a quiet get away." - "My husband and I typically stay at the villa in the fall for our anniversary. We decided to visit during the summer with our 4 year old and dog. It was just as cozy as we remember! We love the amenities it has to offer! It’s perfect location is close to our favorite dinner spots - The Kitchen, Bar Fly, dessert spot - Bassano Cheesecake and lunch spot - Mobil gas station (BEST Cuban sandwich)! It’s also in walking distance of the pier and Starbucks!"

Villa Maria Salt Sun 7 minutes to Indian Rocks Beach, a property with a garden, is situated in Largo, 14 km from John's Pass, 14 km from Johns Pass and Village Boardwalk, as well as 28 km from Chihuly Collection. The air-conditioned accommodation is 11 km from Pier 60, and guests benefit from private parking available on site and free WiFi. The holiday home features 3 bedrooms, a flat-screen TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. Towels and bed linen are available in the holiday home. Tropicana Field is 28 km from the holiday home, while The Pier is 28 km from the property. The nearest airport is St. Pete-Clearwater International Airport, 14 km from Villa Maria Salt Sun 7 minutes to Indian Rocks Beach.

- "All said and done it was great and the host was very hospitatable. My only complaint would be it’s kind of in no mans l" - "Those pictures can’t describe how amazing this place is. We had a blast. Everything was perfect. Loved it, and we look f" - "Highly recommended!" - "Perfect for vacations" - "A beautiful house." - "We stayed here as a base for our wedding at St Pete’s, everything was better than expected. The home was tidy clean, mod"

Welcome to Villa Italia, a beautifully renovated Italian-inspired home on a quiet residential street in Safety Harbor. This villa combines timeless elegance with modern comforts and upscale amenities to create the perfect getaway.
The villa features two spacious primary suites, each with private bathrooms—one upstairs and one downstairs. The upstairs suite includes a queen bed and a full-size couch for relaxing. The fully equipped kitchen and large smart TVs in the living spaces offer everything you need for comfort and entertainment. Located just steps from Safety Harbor’s Main Street, recently ranked #10 in USA Today’s 2025 Readers’ Choice Awards for Best Main Street in America, Villa Italia offers easy, walkable access to downtown’s charming boutiques, restaurants, pubs, and cultural spots. You can park your car upon arrival and explore the vibrant city on foot.
We welcome pets — please let us know in advance if you’ll be bringing one. A $100 pet fee applies. Portable cribs and children’s amenities are available upon request.Like all our villas, beach gear such as chairs, towels, and toys are provided for your visits to nearby beaches and parks.
If you’re planning a family reunion or need extra space, consider staying alongside our sister properties Villa Key West and Harbor House Villa, all located just steps from one another.
At Villas by Christine, we pride ourselves on delivering resort-quality lodging with all the comfort and convenience of home. I live nearby and am available to assist with any questions during your stay. We look forward to welcoming you to beautiful Safety Harbor!

- "This is the third time we’ve stayed at Christina’s Villa Italia and as always it was perfect. It is comfortable, centrally located and everything you could possibly need is there. Love this place and will continue to stay with Christina." - "Very beautiful & clean well set up home. It was welcoming and comfortable. Beds comfy, good towels, lots of seating. Loved the feel of villa and helpfulness of Christine & her staff. Would absolutely stay again and would highly recommend."

Offering a garden, Modern Home, Heated Pool, Close to Beaches! features accommodations in Tarpon Springs. This property offers a private pool, free Wifi, and free private parking. The accommodation offers private check-in and check-out and bicycle parking for guests. The air-conditioned villa consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a walk-in shower and a hair dryer. A flat-screen TV with streaming services and a Wii U are featured. The property has an outdoor dining area. During warmer months, you can make use of the barbecue facilities and eat on the private patio. Sunset Beach is 1.7 miles from the villa, while Pier 60 is 16 miles away. Tampa International Airport is 24 miles from the property.

- "Awesome stay - will visit again." - "Excellent for a family vacation. Close to many really nice beaches. Every day we chose a different beach" - "Nice Place to Recharge in Tarpon Springs" - "Relaxing" - "Enjoyable and great layout for several people! Pool is great and heated. Well maintained for an older, but nicely update"

This 1938 art deco DUPLEX home was purchased in June of 2012 by Jimmy Brattain, owner of Design Works and has been under renovation every since. An award winning designer and builder, Mr. Brattain has brought his family's history to life in the quaint town of Gulfport, FL. The concept of the property was inspired by the memory of his grandmother and love of his grandfather who moved to Gulfport after WW11.

The property features a shared pool, private courtyard and parking for two vehicles, custom finishes, such as original murals, crown molding, pecky cypress ceiling, custom fabric backed banquette seating, floor to ceiling marble bathroom, custom lighting including LED recessed lights, ceiling fans, stainless steel appliances including microwave, quartz counter tops, porcelain faux wood flooring, DVD player, wireless Internet, flat screen TV's, washer/dryer, private courtyard, parking for 2 vehicles.
Come stay in a Ralph Lauren inspired space or for the more adventurous, a Hollywood Glam interior is more your style. The property can also be rented for private parties and weddings, both units sleep a total of 10; all 2 blocks from over 18 restaurants & bars and 3 blocks from Boca Ciega Bay and 10 minutes from beautiful St. Pete. Beach.

- "We stayed at the unit for a little getaway. The interior was gorgeous, well stocked and very clean. We loved the location as we were able to walk to restaurants, shopping and the beach. My son did not want to leave. Thanks for a get time!!" - "This is a unique property with a modern vibe - amazing artwork/murals and a wonderful pool (shared with the duplex) in the back yard. Easy and thorough communication with the owner. We'll definitely be back!"

Villa Madeira 406 offers accommodations in St. Pete Beach, 10 miles from Tropicana Field and 11 miles from Chihuly Collection. This beachfront property offers access to free Wifi and free private parking. The accommodation provides a 24-hour front desk, an elevator, and organizing tours for guests. Providing a balcony with sea views, this vacation home also offers a satellite flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a a bath or shower and free toiletries. For added privacy, the accommodation features a private entrance. Guests can enjoy the outdoor swimming pool at the vacation home. Popular points of interest near Villa Madeira 406 include Madeira Beach, John's Pass, and John's Pass Village and Boardwalk. St. Pete-Clearwater International Airport is 14 miles away.

- "Great vacation" - "it was good for relaxing" - "We all had a great time, would return" - "We enjoyed our time there. beach was beautiful and pool was adequate." - "We’d stay here sgain, despite the quirks, The condo has charm, and everthing works! A little TLC, and it’s clear to see—"

This is a completely renovated 2 bedroom/2 bathroom unit of a waterfront duplex. Enjoy the views from your huge sliding glass doors that overlooks the gorgeous pool and beautiful Boca Ciega Bay. We have spared no expense for this home, and you will enjoy brand new Samsung appliances throughout the home, granite counter tops, full size washer and dryer in the master en-suite. All of the amenities you would want to enjoy at a relaxing get away! The public Treasure Island Beach is a 4 minute walk, located right across from our neighborhood. The inlet we are on in Boca Ciega has both sun rise and sunset views, and at the end of the inlet is a boat/kayak rental company. The unit has access to its own dock with, for an additional fee and, we offer a 10k pound boat lift and 2 jet ski lifts! (Please contact us prior to booking for more information and pricing). .
Bring your boat, rent one, or simply enjoy the dolphin watching from the deck! We even have a manatee that frequents our dock.

We want this to be your vacation destination for years to come, and we are confident you will have everything you need to enjoy your stay... even down to the beach wagon to bring your items to the beach! This is not a party house, however and this duplex is nestled into a quiet and safe neighborhood.

We do have a second unit in this house that is available if you want to book with other family or friends or enjoy the entire duplex and pool for yourselves. Please contact us for more information.

This home is 30 minutes from St Pete airport and 45 minutes from Tampa International Airport. It is half a mile to John's Pass and walking distance to lots of shops and restaurants and a 4 minute walk to the public beach and snack bar.

Here is the link for the other unit if you are interested in booking the whole property
www.vrbo.com/2555730?unitId=3125904

Post some of your vacation photos from our place on our Facebook page Paradise Villas!

- "My wife and I thoroughly enjoyed our stay at the lovely beach house. Everything was exactly as described. We saw dolphins and manatees from the dock and pool. It’s a short walk to the beach. We will certainly return" - "Loved being on the bay and perfect access to everything. Home was so cute and everything was there we needed. Definitely 5 stars" - "It’s the perfect place for a getaway. Beautiful views and great location! Highly recommended"

Holiday Villas III 703 offers accommodations in Clearwater Beach, 11 miles from Pier 60 and 16 miles from Chihuly Collection. The property is around a few steps from Indian Shores Beach, 5.1 miles from John's Pass, and 5.3 miles from John's Pass Village and Boardwalk. The apartment provides an outdoor swimming pool and an elevator. Opening onto a balcony, the air-conditioned apartment consists of 2 bedrooms. Providing a terrace with sea views, this apartment also offers a satellite TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms. For added privacy, the accommodation features a private entrance. Tropicana Field is 16 miles from the apartment, while The Pier is 17 miles away. St. Pete-Clearwater International Airport is 14 miles from the property.

- "Wonderful i love it" - "Few minor issues when arriving. Fridge wasn’t working properly but staff remedy the problem ."

Beach villa , new appliances . Huge rooftop deck with sun, palm trees and parrots surrounding you.
Iconic restaurants (Salt Rock Grill) and lounges including a great cofee/bakery shop and the famous Mahuffers bar are just steps away. Seaside Seabird Sanctuary(on the beach),pickle ball courts and Smugglars Cove Adventure Golf (feed live alligators) are all within walking distance. The beach is across the street and you can catch a trolley right out front . With Clearwater Beach to the north and Saint Pete Beach to the south you are right in the center of unlimited beaches and restaurants
The back yard has a large deck and is surrounded with palm trees, Brazillian pepper trees and mangroves. A great place to relax or grill.

- "Second time we pick this house. It's got everything you might need for a weekend at the beach. Neighborhood is great and convenient. Will come back!" - "The property is perfect for a beach stay. Neighborhood is calm and conveniently located one block away from the beach access. Host has all the beach toys you might need. The house is loaded with everything you might. we will definitely come back." - "What a wonderful stay. Super cute! A great, laid back little house. Plenty of home amenities available. We have stayed at vrbos run by cooperations where there is one roll of tp, one dish pod, and no extra trash sacks. This was so nice to have all the little small things available. All of these little things add up to big things and makes it a great place to stay. The bar across the street was a little noisy but it never felt unsafe, overall one of the most pleasant beach homes we have stayed in. We felt very fortunate to stay here. Thank you!"

Beach Villa Private pool fire pit 6mi to beach offers accommodations in Pinellas Park, 9.3 miles from Tropicana Field and 10 miles from Chihuly Collection. Both free Wifi and parking on-site are accessible at the vacation home free of charge. Outdoor seating is also available at Beach Villa Private pool fire pit 6mi to beach. The accommodation features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with free toiletries. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Guests can enjoy the outdoor swimming pool and garden at Beach Villa Private pool fire pit 6mi to beach. John's Pass is 10 miles from the vacation home, while The Pier is 10 miles from the property. St. Pete-Clearwater International Airport is 5 miles away.

- "Made my vacation a lot easier and a lot more comfortable" - "My stay was nothing but love and fun memories!" - "This stay was wonderful! My group had a great time and the host was SUPER quick to respond to all messages and checked i"

This 5 star rated pool home is located directly on the water. Everything you need to relax and rejuvenate on your tropical vacation. This home is a duplex with two units, each rented separately. This 2 bedroom 2 bath unit has upgraded EVERYTHING. New washer and dryer in the unit! You can walk to the Treasure Island Public beach at the end of the street with a 4 minute walk or enjoy dolphin and bird watching from your own pool or dock. All the comforts of home if home had an incredible view of sun rise and sunset over Boca Ciega Bay! Rent a boat or bring your own as we have an available boat dock and lift for an extra charge (please contact prior to booking if interested). Completely remodeled with all brand new Samsung appliances, and quartz counter tops.

We look forward to you having an incredible vacation, but this is not a party house, please. We have a quiet neighborhood, perfect for relaxing and enjoying nature.

It is located just 30 minutes from Clearwater Airport and 40 minutes from Tampa International Airport. Just half a mile from Johns Pass with tons of restaurants, bars, shopping, golf cart rentals, antique shops and all the ice cream you can enjoy!

Please contact us with any questions. We look forward to hearing from you!

Here is the link for the other unit if you are interested in booking the whole property together.
https://www.vrbo.com/2600583?unitId=3171041

Post some of your vacation photos from our place on our Facebook page Paradise Villas!

- "Great location, beautiful property and everything you need for your home away from home. We enjoyed the pool and watching dolphins swim by. We were close to great restaurants and could easily walk to the beach. We hope to visit again soon!" - "Great place to spend quality time. Great location." - "We loved this place. It was a short walk to the beach and restaurants. The semi private pool was perfect! House was clean and had everything we needed. Washer and dryer was a plus! Everything for the beach was there..Beach chairs, cart and umbrella! Beautiful view of the water (not oceanfront)from back yard. Thank you for a wonderful short stay!"