Vacation rentals in Pinellas County

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Top-rated vacation rentals in Pinellas County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

Guesthouse in St. Petersburg

4.97 out of 5 average rating, 256 reviews

Centrally Located Cozy 1-bed Private Cottage!

This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

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Top guest favorite

Home in Belleair Bluffs

4.95 out of 5 average rating, 61 reviews

House in Largo, Tampa Bay near Gulf coast Beaches.

Cozy and freshly painted, house in Largo, Florida, in zip code 33770, 2 bedrooms, 2 bathrooms and patio room. Short drive to Indian Rock Beach 3.7miles (7 min) and 5.9 ml (17min) to Clearwater Beach, 9.4 Miles (15 min) to Madeira Beach, 15 Miles (24 min) to St. Petersburg Beach, 13.6 Miles (27 min) to Honeymoon Island, 70 Miles (1hr 13 min) Siesta Key Beach/Sarasota. 17ml (29 min) to the Tampa International Airport. 7.4 Miles (20min) to the St. Petersburg/ Clearwater International Airport.

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Guest favorite

A bright living room is accentuated by an orange wall featuring three pineapple-themed art pieces. A wall-mounted television is mounted above a white media console. Two woven chairs and a round woven coffee table complement the teal sectional sofa, creating a relaxed atmosphere.

Home in Largo

4.93 out of 5 average rating, 136 reviews

Tropical Pineapples

Your family will be close to everything when you stay at this centrally-located place. 7 minutes from St Pete Clearwater International airport. 12 minutes to the beaches. TVs on every bedroom and living room. All major stores: shopping, groceries, restaurants and beaches. There’s a coffee shop literally right behind the backyard, the best Pizza place across the street and a convenience store as well. *Due to sever allergies, we cannot accommodate pets/service animals at this time. *No parties

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Top guest favorite

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

4.96 out of 5 average rating, 203 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

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Top guest favorite

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

4.98 out of 5 average rating, 173 reviews

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.

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Superhost

A modern, single-story home is showcased with a well-maintained lawn and a paved driveway. The exterior features a light grey siding, large windows, and a welcoming front door. Surrounding trees provide a natural backdrop, enhancing the home's appeal.

Home in Pinellas Park

4.79 out of 5 average rating, 107 reviews

Sunshine Stay 3Bed 2Bath Oasis Near Beaches

Have fun with the whole family at this stylish place, newly renovated, and well equipped modern home. The home includes 2 full bedrooms, and one master bedroom; As well as a Florida room with patio furniture, gas powered fire pit, tv, and a home office space to work from home; it's fully furnished. This house is the perfect space to have get togethers to enjoy quality time together. The house is within 15-20 minutes to the beach, and is 10-15 minutes to beautiful down town St Petersburg!

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Top guest favorite

The exterior of the guest house showcases a charming single-story structure with a light-colored façade. Lush greenery, including palm and decorative plants, borders the neatly manicured lawn. A spacious driveway leads to a two-car garage, framed by tall trees under a clear blue sky.

Home in Pinellas Park

4.98 out of 5 average rating, 121 reviews

The Guest House

The Guest House is a coastal themed 2100 sq ft house, split floor plan, 3 bedrooms & 2-1/2 baths for sleeping 6 comfortably. The Guest House is nestled in a quiet neighborhood in Pinellas Park, FL & is a favorite family vacation get-a-way close to beaches & attractions. Enjoy the Master Suite with an adjustable Sleep Number king bed & Master Bath with garden tub, shower & walk-in closet. After a day of enjoying the beaches or attractions, relax, & unwind on the private screened lanai.

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Guest favorite

A well-lit bedroom features a spacious white bed with crisp linens and a decorative bedside lamp on a nightstand. A ceiling fan adds to the comfort, while windows with shutters allow natural light. The open doorway leads to a hallway, hinting at additional living spaces.

Home in Clearwater

4.83 out of 5 average rating, 77 reviews

Spacious 3BR, Central Location MD.BNB-Indigo(6G)

Welcome to your tropical oasis! This charming 3-bedroom, 3-bathroom home is your gateway to a vacation filled with unforgettable experiences. Just 30 minutes away, discover some of the finest beaches in Florida, an exciting array of world-class entertainment, and a plethora of extraordinary activities. After a day of adventure, retreat to the serenity of your own private, fully fenced backyard. Embrace the perfect blend of relaxation and exhilaration. Don't miss out-reserve your stay now!

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Guest favorite

Home in Clearwater

4.94 out of 5 average rating, 118 reviews

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

Welcome to Clearwater Tranquility- Our unique space offers endless amenities and fun! With over 5000sq ft there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a movie theatre, 3 dining spaces, 2 living rooms, 2 primary bedrooms, game room, yoga studio,arcade games, home gym/sauna and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, pickle ball, mini golf, outside dining, fire pit &more

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Top guest favorite

Home in Clearwater

4.98 out of 5 average rating, 236 reviews

Specious home W/ Heated Pool ! ! ! Great Location.

Cozy, spacious home 🏡 w/ heated swimming 🏊‍♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊‍♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

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Top guest favorite

Home in St. Petersburg

5.0 out of 5 average rating, 46 reviews

Tropical Paradise Tranquility Getaway

Cozy 2 bedroom/1 bathroom house centrally located to Downtown St Pete and beaches. Fenced backyard for your privacy and safety of children/pets. Walking distance to public library, neighborhood lake, restaurants and bus transportation. You will love backyard Pergola with dining and sitting area for your relaxation! Tropical back and front yards! 2 Grills provided for your delicious outside cooking! Included with your stay beach towels, beach coolers, no pet fee, etc..

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Superhost

Home in Pinellas Park

5.0 out of 5 average rating, 4 reviews

Fully Renovated Cozy Home Away from Home

Experience a beautifully renovated, centrally located retreat that blends comfort, style, and convenience. Set within a fully fenced private oasis, this cozy home offers peaceful relaxation with a charming gazebo and outdoor entertainment—your own serene escape in the heart of the city. You'll be just minutes from Tampa International Airport, Gulf beaches, scenic parks, and a shopping center and restaurants only a 5‑minute walk away.

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