Vacation rentals in Pinellas County

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Top-rated vacation rentals in Pinellas County

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Guest favorite
Guesthouse in St. Petersburg
4.97 out of 5 average rating, 229 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!!!

Guest favorite
A unique dome structure is surrounded by a landscaped area featuring low plants and trees. The exterior is composed of light-colored bricks, while two arched windows provide natural light. A tall tree with hanging moss is visible alongside the dome, contributing to the serene setting.
Dome in Largo
4.87 out of 5 average rating, 422 reviews

Blue Moon Dome > Cozy Romantic Beach Retreat

• Full private dome house. • Walk to Florida Botanical Gardens & Pinellas Trail • 7 min to white-sand beaches, restaurants, cafes, shopping • Romantic queen bed under a skylit dome • Airy, cozy, filled with light - a perfect escape from the ordinary • Fast Wi-Fi, kitchen, private entry, free parking • Optional romantic room setups with candles, petals & treats Whether it’s a honeymoon, birthday surprise, solo reset, or anniversary adventure - Blue Moon Dome is more than a stay. It’s a memory.

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
4.97 out of 5 average rating, 180 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

Top guest favorite
The exterior of a newly constructed barn loft apartment is shown, featuring a wraparound deck accessed by wooden stairs. Beneath the deck, picnic tables and seating areas are visible among the surrounding greenery and trees. The property is set in a spacious outdoor environment.
Barn in Odessa
4.99 out of 5 average rating, 150 reviews

Cypress Lakes Barn Retreat

Rest & relax at this newly constructed barn loft apartment, located on a 4 acre hobby farm in Odessa, Florida on a private lake. This one bedroom, one bath and kitchen is clean, fun, and convenient. We have 2 daily feedings of farm animals at which you can participate including horses, cows, goats, & chickens; or you can choose to kayak on the lake. This memorable place is anything but ordinary, and is conveniently located 11 miles from the airport and is a quick drive to dining & shopping.

Top guest favorite
The three-story guesthouse features a blend of wood siding and large windows, surrounded by lush greenery. A spacious balcony is present on the second level, offering a shaded outdoor space. Tropical plants and trees frame the entrance, enhancing the serene ambiance of the property.
Cottage in Seminole
5 out of 5 average rating, 101 reviews

Florida Guest House

Seminole Oaks House...Beautifully appointed new construction 2-story Guesthouse located in a very quiet setting 10 minutes from Indian Rocks Beach. Walking/biking distance from Walsingham Park and Lake and the Pinellas Trail. Enjoy your morning coffee or evening glass of wine on the balcony..or tree shaded rear Patio w/BBQ grill..Great location for exploring all Pinellas has to offer including the Beaches, Downtown St. Pete,and open air Markets..dedicated parking..very peaceful and private ..

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, 165 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.

Top guest favorite
A cozy guest suite is shown, featuring a spacious bed against a soft blue wall. A colorful octopus-patterned rug adds charm to the room. Nearby, a coffee station is visible alongside a potted plant, with a well-lit seating area in the background.
Guest suite in Seminole
4.96 out of 5 average rating, 267 reviews

Beautiful Private entry & yard, non shared space.

Beautifully decorated with hand painted oil, acrylic paintings. Large 400 ft unit. New Updated shower2024, AC split you can control. A portion of the side yard ( as pictured ) has been fenced off for you. ONE animal allowed, this includes service or non- service. You DO need to notify me if you're bringing a Animal. No Cats. The suite is non shared and attached to the rest of the house. There are two Rental units on this property. Each on opposite sides of the house. This is Unit A.

Top guest favorite
A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.
Condo in St. Petersburg
4.98 out of 5 average rating, 289 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

Top guest favorite
Cottage in St. Petersburg
4.91 out of 5 average rating, 159 reviews

Adorable Cottage, Pet friendly, near beach & DT

The Cottage is a beautiful, comfy, clean, peaceful home where you will feel just at home, in the hearth of St Pete. It is in a great location, safe & quiet neighborhood, easy-to-access, just a short drive or bike ride away (5-10 minutes) to many good restaurants, grocery stores, museums, library, coffee place, breweries, hospitals, bars and night clubs in downtown & sandy white beaches. Jumped in the sun runner or public transport to downtown or beaches. Perfect for long stay.

Guest favorite
An open living area features a gray sectional sofa facing a wooden coffee table. Bright artwork adorns the walls, complemented by stylish bar stools at the kitchen island. Modern fixtures and natural light create an inviting space, with light-colored flooring extending throughout.
Home in Pinellas Park
4.85 out of 5 average rating, 112 reviews

Beautiful Retreat Haven/ 7 miles to beach

Indulge in the perfect vacation getaway with our splendid 3-bedroom, 2-bathroom listing. This beautifully renovated property offers the allure of an outdoor fire pit, a recent brand new remodel, and the convenience of WiFi and smart TVs throughout the entire house. Nestled in a tranquil and quiet neighborhood, we're just 7 miles away from the sun-kissed beach, offering you the best of both worlds - peaceful relaxation and coastal adventure.

Top guest favorite
A heated pool area is surrounded by tropical plants and palm trees. A tiki hut provides shaded seating, and lounging chairs are positioned around the pool. A textured stone deck complements the inviting water of the pool, creating a relaxed atmosphere for guests.
Home in Largo
4.92 out of 5 average rating, 114 reviews

Tiki House •Sleeps 12 •Walk to Beach + Heated Pool

FIVE BEDROOM home with heated pool in lush, tropical setting, minutes from the beach. Pool deck with Tiki Hut- plenty of space to relax, total privacy. Fully stocked kitchen and all the all extras you need. Quiet, peaceful neighborhood with the beautiful white sand beaches of Indian Rocks Beach only minutes away - consistently rated best beaches in the US! Grocery & stores < than 1 mile, walk to nature park, splash park, cafes, pubs!

Guest favorite
A private heated pool is surrounded by a spacious patio, featuring lounge chairs and poolside decor. A cozy bedroom is visible, featuring a neatly made spacious bed against a neutral wall. An outdoor area captures a sunset over the ocean, emphasizing the proximity to nearby beaches.
Home in Largo
4.86 out of 5 average rating, 130 reviews

Heated Pool! 3BR Home Near Beaches

Enjoy a peaceful family getaway in this 3-bedroom home with private heated pool, fully equipped kitchen, and kid-friendly spaces. Located in a quiet Largo neighborhood, it’s a short drive to Indian Rocks, Clearwater, and St. Pete beaches. Close to restaurants, parks, and shopping for easy family fun. 10 minute drive to Indian Rocks Beach 20 minute drive to Clearwater Beach 26 minute drive to St. Pete Beach.

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