Villa vacation rentals in Pinellas County

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Popular amenities for Pinellas County villa rentals

Private villa rentals

Superhost
A bright kitchen features a cheerful, colorful wallpaper with a playful design. A traditional farmhouse sink is situated on a light blue countertop, accompanied by various kitchen utensils and knives mounted on the wall. A vibrant yellow door complements the lively aesthetic, inviting natural light.
Villa in Gulfport
4.9 out of 5 average rating, 71 reviews

Cozy funky duplex with KING bed

MariahRating, 5 stars3 weeks ago
This was a perfect fit for me. I was attending a conference for a couple of days and needed something small and close to Stetson Law - Amanda was very responsive, very clear about how to access the space, and genuinely cared about my ability to get there safe and leave without any issues.
A cozy seating area is presented with a light-colored sofa featuring assorted decorative pillows. A ceiling fan hangs above, and natural light enters through large windows. A patterned rug covers the floor, complementing a small coffee table and a wooden chair nearby.
Villa in St. Petersburg
5 out of 5 average rating, 4 reviews

Madeira Beach Villas #8 Luxury 2br/2ba

KristenRating, 5 stars1 month ago
Great location 2 minutes from Walmart & not far from the beach. We had a problem with the fridge not working and he had a new one delivered and paid us back for a cooler and ice. Friendly & honest! We would book again
A cozy living area features a dark gray sofa adorned with colorful cushions. A vibrant area rug sits beneath a rectangular coffee table. Bright orange chairs add a pop of color, while a large mirror and framed artwork enhance the space's brightness.
Villa in Clearwater
4.91 out of 5 average rating, 222 reviews

V3- 1 BR, waterfront villa, 2 min walk 2 beach

JennyRating, 5 stars2 weeks ago
We had a great stay! We would definitely stay again!
Superhost
A modern living area features a large black leather sectional sofa adorned with decorative pillows, complemented by a polished coffee table. Above, a flat-screen TV is mounted on a light-colored wall. Art pieces showcase scenic landscapes, and natural light filters in through white-shuttered windows.
Villa in Safety Harbor
5 out of 5 average rating, 101 reviews

Villa Italia "Villas by Christine"

AlexaundreaRating, 5 stars4 months ago
We chose this location to spend the holidays with family. When we entered the house there was a christmas tree and christmas music playing which was such a thoughtful touch. The home was very cozy and was in a perfect location. It is a short walk to restaurants and downtown safety harbor.
Superhost
A modern living space is presented with a spacious sofa and armchairs, arranged around a central coffee table. A large flat-screen TV is mounted on the wall opposite the seating area, with light walls and wood-look flooring enhancing the open layout.
Villa in Largo
5 out of 5 average rating, 30 reviews

10 Minutes to Beaches! Mint House

LisaRating, 5 stars1 week ago
We were in town for a family wedding and were looking for convenient, comfortable, affordable accommodations. The Mint House fit the bill! Daniel reached out to make sure we were settling in, and to see if we needed anything. The unit was very neat, clean, and had the amenities that make you feel like you are at home away from home. And there were also thoughtful little touches - like snacks on the dining table and little makeup towelettes in the bathroom - that tell me the host is willing to go the extra mile for his guests. 100% would recommend! Thank you for allowing us to stay in your lovely place.
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
4.76 out of 5 average rating, 34 reviews

Beach Lover's Cove 'Sea La Vie'- Gulf Sun Villa 1A

JamesRating, 5 stars2 months ago
great place to stay walking distance to everything . you can walk to the beach from this place . would definitely stay here again
Superhost
A well-appointed sleeping area features a large bed adorned with a city-themed duvet cover. Soft yellow curtains frame a window, while matching bedside lamps provide subtle lighting. Artwork depicting iconic structures adds charm to the walls, complemented by a mirrored closet door.
Villa in Tampa
4.65 out of 5 average rating, 23 reviews

VILLA LIDUBINA “C”. Near TPA Airport.

NilsRating, 5 stars2 months ago
Stayed for 1 month in Jan '25. The apartment was very clean and well maintained. Everything in kitchen and bathroom and wifi worked as advertised. The neighborhood is residential and mostly quiet including at night. Alicia, the host, was responsive and helpful when needed. The apartment does not have a lot of light, no windows in the kitchen, and the bedroom window is covered by the beds headboard. The kitchen table and office 'desk' feel child-size and too small for regular people.

Luxury villa rentals

Guest favorite
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
5 out of 5 average rating, 14 reviews

NEW Family Haven: Near Honeymoon Island

LillaRating, 5 stars1 week ago
No details overlooked - a family paradise! Our hosts were very helpful and the entire stay was wonderful - HIGHLY RECOMMENDED!
Guest favorite
Villa in Seminole
4.96 out of 5 average rating, 89 reviews

Mod Home Heated Pool Resort Backyard 4min to beach

LewisRating, 5 stars1 month ago
Just returned from a thoroughly enjoyable week at Palm Oasis. The home offers a very clean and nicely appointed open floor plan with a fully stocked kitchen. The backyard pool area is wonderful … beautifully landscaped with comfortable lounge chairs and a very nice heated pool. The home’s TV set-up offers a wide variety of viewing options and is easy to navigate. The hosts are quite responsive and offer a full coffee service complete with delicious ground coffee from a local source. The hosts provide a detailed Guide Book with house instructions along with a long list of dining recommendations throughout the surrounding area. (One not mentioned but certainly worth trying for dinner is Daily News Restaurant on Fort Harrison Avenue in Clearwater.) Overall, a Five Star experience at Palm Oasis!
Superhost
A spacious outdoor area features a heated pool, surrounded by lounge chairs and tropical plants. A covered patio is seen nearby, with seating and a BBQ grill for outdoor gatherings. The pool glimmers under natural light, inviting relaxation.
Villa in Tampa
4.97 out of 5 average rating, 29 reviews

(HGR) Heated pool villa. Boat rental available

PilarRating, 5 stars5 months ago
Vildana is a fabulous host. She allowed us to check in an hour early, and responds quickly to any questions or concerns. We had a great time at her place.
Superhost
The backyard features a heated pool surrounded by tropical landscaping, including palm trees and vibrant plants. A Tiki bar with thatched roofing stands nearby, with outdoor seating available. Lounge chairs are positioned to overlook the pool, enhancing the inviting outdoor space.
Villa in Largo
5 out of 5 average rating, 5 reviews

Resort Backyard! Heated Pool! Pool Table! PingPong

ElenaRating, 5 stars4 days ago
Beautiful! Better than the pictures. Everyone loved the home! I traveled with my parents (late 60s) and children (9 and 4). The home is so nice that if you have to stay behind, you still feel the vacation vibe. Hosts are great and responsive. Will return
Superhost
Villa in Seminole
4.94 out of 5 average rating, 66 reviews

Perfect location 6BR/4BA Pool GameRoom 5 min Beach

NancyRating, 5 stars2 weeks ago
We were a group of 13 women and had an awesome week! This place has lots of space and everything you need…for the indoors and outdoors. We spent a lot of time around the pool, which is in great shape and well maintained and we also drove to the beach several times (lots of beach chairs, towels, sun umbrellas, coolers etc and a wagon to transport everything in!). The house is very conveniently located if you want to go into Tampa (or take the Cross Bay ferry over to a Tampa Bay Lightning game…which we did!). We had a few issues when we first arrived but Colburn was very quick to respond and all was resolved in a very timely manner. We are planning to come back again next year!
Guest favorite
The exterior of the villa is showcased under a sunset sky, featuring a two-story gray structure with large windows. The well-maintained lawn is complemented by shrubs and tropical plants, while a wooden fence marks the boundary of the property.
Villa in Seminole
4.83 out of 5 average rating, 23 reviews

5BR LUX Pool Villa | w/ Sauna | Near The Beach

GaryRating, 5 stars1 month ago
this place was so beautiful. we definitely recommend if you were in the area this is where you want to be. thanks again for being a great host.
Guest favorite
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.
Villa in Clearwater
4.96 out of 5 average rating, 26 reviews

4 min Walk to Beach, Pool, Roof Deck

HeatherRating, 5 stars1 week ago
Great location with an easy walk to the beach, restaurants and shops. Camille was very responsive and easy to communicate with. Townhouse was exactly as described.

Villa rentals with a pool

Guest favorite
Villa in Palm Harbor
4.91 out of 5 average rating, 34 reviews

Villa Luxe~Heated Saltwater Pool~Near Beaches

CourtneyRating, 5 stars2 weeks ago
My family and I had an amazing stay at Biljana’s home! The house is exactly as shown in the photos. The entire house was spotless on our arrival. Everything inside is totally upgraded and has beautiful finishes. The floors are gorgeous and the kitchen has everything you could possibly need. We loved the fact the house was stocked with toiletries (shampoo, body wash, dish soap, paper towels) etc. and the fact they have beach chairs, umbrellas, beach towels, and even a cooler for you to use. They truly let you into their home with open arms and allow you to access all their things. The heated saltwater pool was warm at 80 degrees and clean. The pool vacuum is awesome and clears all the debris in just an hour or so. Biljana and her husband respond to all your needs very quickly and are so friendly! Only thing I may recommend is updating some outdoor pool furniture such as the patio table and chairs. Would 100% stay here in the future!
Villa in Seminole
4.78 out of 5 average rating, 18 reviews

Free Beachy Vibes Home

JonathanRating, 5 stars1 month ago
This was a great place to start our vacation. We were all impressed by the decor and very comfortable from the get go. Our kids loved the pool and we easily spent an afternoon in the backyard enjoying the scenery and bird song. The pizza oven was also a highlight of our Friday night. Our hosts were great. Very welcoming before we arrived and were quick to respond to an issue we ran into that we were able to solve very quickly. We'd love to come back again in the future and highly recommend to anyone thinking of visiting!
A serene pool area features a clear, reflective surface, bordered by a stone deck. White walls with arched openings and large windows create a light and airy environment. Lush greenery is complemented by potted plants, enhancing the tranquil outdoor setting.
Villa in Tampa
3.57 out of 5 average rating, 7 reviews

Poolside Guest Suites

AlfredoRating, 5 stars2 months ago
thanks beautiful place. recommend it 👌
Villa in Indian Shores
4.69 out of 5 average rating, 64 reviews

Relax just steps from Gulf of Mexico ocean & beach

JamesRating, 5 stars1 month ago
Really nice place, well kitted out, good AC. I enjoyed my stay.
Villa in Tampa
4.44 out of 5 average rating, 9 reviews

House in a quiet place to rest in Tampa

HeatherRating, 5 stars37 months ago
Nice quite neighborhood house is just as stated great for families or just a couple like us and our two French bulldogs
Villa in St. Petersburg
4.8 out of 5 average rating, 128 reviews

Dolphin Cove Waterfront St. Pete Beach w/ Pool

LindseyRating, 5 stars4 days ago
We loved our short but sweet stay at this house! Beautiful property, stunning pool, awesome views. Perfect for a family to relax and unwind and have fun.
Superhost
Villa in Treasure Island
4.87 out of 5 average rating, 15 reviews

Luxury waterfront in the heart of treasure island

JenniferRating, 5 stars2 months ago
Jeff was exceptional. Very friendly and responsive. His home was gorgeous- just as the photos depicted. Beautiful fireplace in the living room (to take the chill off this year’s cold snap) and one in each bedroom. Such a nice touch. The unit and building met our needs perfectly. Great for two couples or a family that wants gathering space and also privacy. The condo was stocked with all the basic things you’d need! We’d highly recommend Jeff and this condo.

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