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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
A modern living area showcases a comfortable blue futon and a wooden dining table with grey upholstered chairs. A flat-screen television is mounted on a wall featuring a contemporary design. Light flows from a nearby window, enhancing the inviting space.
Home in Largo
4.98 out of 5 average rating, 105 reviews

Newly Updated & Clean Vacation Home

Home is centrally located b/w Clearwater Beach 🏖️ , Dunedin 🌺, St. Petersburg 🍨 , and Tampa 🌃. Plenty of local restaurants & shops 🍒. Minutes from Indian Rocks Beach 🐚🏝️. 30-minute drive from Tarpon Springs Sponge Docks 🐬🐟. This super clean and fully stocked home offers everything you’ll need for an enjoyable stay. Home features a comfortable king bed and 1 futon sofa convertible bed, ideal for 1-3 guests. For added security, outdoor cameras operate 24/7. Please feel free to reach out!😊

Top guest favorite
The image captures a serene outdoor area featuring a charming entrance to the cottage. Surrounding tropical plants and tall trees create a lush environment. A decorative fountain stands to the left, and comfortable seating under an umbrella adds to the inviting atmosphere.
Guesthouse in Largo
4.99 out of 5 average rating, 359 reviews

Paradise Cottage Largo Beaches 1 mile High ground

We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

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
4.94 out of 5 average rating, 108 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

Top guest favorite
A serene pool area is surrounded by lush palm trees and tropical plants. The tranquil water reflects the sunlight, inviting relaxation. Planters with vibrant foliage enhance the natural beauty of the space, contributing to a welcoming atmosphere for guests.
Guesthouse in St. Petersburg
4.92 out of 5 average rating, 131 reviews

Private 2 BR Backyard Oasis, Walk to Downtown!

2 BR in-law apartment. You have your own entrance, kitchen, bathroom.Salt h2O pool & courtyard are shared with the owners. Join them in the pool. Florida gets pretty hot, they can often be found enjoying their Oasis too!! Use the BBQ! Eat dinner outside, plenty of seating areas! Walk to beach/best St Pete restaurants in 10 minutes. 15 min drive to St Pete Beach. Main house on property occupied by owners (pool/courtyard is shared with owners). Relax, enjoy, and let us know if you need anything!

Top guest favorite
A spacious sleeping area features a large bed adorned with decorative pillows. A comfortable seating area with a gray sofa complements the room. Natural light enters through the window, illuminating a patterned rug on the floor, adding a touch of greenery.
Guesthouse in Seminole
4.98 out of 5 average rating, 220 reviews

The Florida Room. private entry.driveway parking.

Not a shared space. No "Plug ins' or harsh cleaning products . slightly sented detergents, No fabric softener. Close to Tampa, St. Pete , All beaches and Airport's Restaurants directly across the street. Publix, Starbucks within walking distance. Keyless private entry. Small fenced fenced area that is convenient for your pet. There's room enough for 1 car, 1 Animal Only. This includes service or non-service due to the size of the unit and consideration of the animals comfort. No guest Cats

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
4.98 out of 5 average rating, 165 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
A well-lit living area showcases modern decor with dark leather sofas and a vibrant green accent pillow. A large television rests on a wooden unit, and a soft turquoise rug is positioned underfoot. The open kitchen features stainless steel appliances and white cabinetry, visible through an adjoining doorway.
Apartment in St. Petersburg
4.93 out of 5 average rating, 145 reviews

Our Modern Downtown Oasis

The apartment is a lower unit with personal touches. The unit is in a central location but in a quiet residential neighborhood. Bedroom has a sound-proofed ceiling and with black out blinds you can sleep as long as you want. Perfect for a couple for a getaway or a remote work location. Fully equipped kitchen and in-unit laundry. The unit has Gigabit 🛜 As packing is such a hassle, we include most of the "essentials". We think we’ve thought of everything. THIS IS A NO SMOKING PROPERTY

Top guest favorite
A round dining table with a dark wood finish is accompanied by four white wooden chairs. The chairs feature a classic design, and the arrangement is set on a light marble floor, with kitchen cabinetry visible in the background.
Cottage in Madeira Beach
4.92 out of 5 average rating, 145 reviews

Flipper's @ Mad Beach Cottage

Flipper's at Mad beach is a few steps away from the sugary sands of Madeira Beach, and close by the famous John's Pass Village & Boardwark where shopping and entertainment is always great. Completely renovated with light porcelain tile, nice furniture, queen bed with memory Thempur-Pedic mattress, exquisite modern shower, tall kitchen cabinets with plenty of storage. Huge private paved fenced backyard with gazebo, great for entertainment and outdoor grilling. You will love the beach decor.

Top guest favorite
A spacious patio area surrounds a clear swimming pool, framed by lush tropical plants. Two lounge chairs are positioned under a shaded umbrella, with a bike resting in the background. A barbecue grill is visible near the covered seating area, creating an inviting outdoor space.
Guest suite in St. Petersburg
4.98 out of 5 average rating, 389 reviews

Cozy Casita in NE St Petersburg

Our Cozy Casita is located adjacent to the main house in a quiet residential neighborhood with a separate entry and fenced in parking space for our Guests. Enjoy our tropical garden and beautiful pool area. The pool is not heated. Small kitchen with Whirlpool electric stove, microwave and mini-fridge. 40” Samsung Smart HDTV and WIFI. Located within minutes of great restaurants, craft breweries, and local museums. Lots of great outdoor activities along St. Pete’s beautiful waterfront.

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, 283 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
4.9 out of 5 average rating, 157 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
A stylish bedroom features a spacious bed with soft linens and decorative pillows, complemented by a ceiling fan. Natural light filters through a window adorned with sheer curtains. A cozy armchair and a mirrored closet provide additional space, while light wooden flooring enhances the room's bright appearance.
Apartment in Safety Harbor
4.94 out of 5 average rating, 144 reviews

Acorn Terrace, Safety Harbor lux flat

Featured in the Hallmark movie "Love in the Sun", The Acorn Terrace apartment is on the second floor of the original Safety Harbor Hotel on Main Street, built in 1914. The flat features all the comforts of home. The Inn is right in the center of downtown Safety Harbor, 15 minutes from both Clearwater (PIE) and Tampa International Airport (TPA) , 10 miles to the white sandy beaches of Clearwater, 17 miles to St.Petersburg. This is a perfect home base for your Gulf adventures.

Popular amenities for Pinellas County vacation rentals

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