Holiday rentals in Pinellas County

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Top-rated holiday rentals in Pinellas County

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

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Guest favourite

Home in Pinellas Park

4.89 out of 5 average rating, 19 reviews

Luxury Rustic Retreat Entire Home in Pinellas Park

Welcome to your modern rustic retreat in Pinellas Park where convenience meets comfort! Perfect for families or groups, this newly renovated 2-bed 2-bath home offers everything you need for an unforgettable Florida getaway. Located just minutes from I-275, you're within easy reach of the area's top attractions from the pristine beaches of the Gulf of Mexico to world-class shopping and dining. After a day of exploring, unwind in the spacious backyard with a fire pit, hammock, and outdoor seating.

Top guest favourite

Guest house in Seminole

4.97 out of 5 average rating, 166 reviews

The Florida Room, Wifi, Priv Entry, Paved 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 favourite

Guest house in Seminole

4.96 out of 5 average rating, 196 reviews

Quiet & Cozy Guesthouse minutes to the beach.

Newly remodeled, quiet and cozy guest house on a cul de sac. Great location close to shopping/restaurants, 4 miles to Gulf Blvd where you will find many beautiful beaches, Clearwater, St Pete etc. 1 Bedroom, queen bed, and sofa bed in living room which pulls out to a queen bed. Full kitchen with all the extras. Cable TV, WiFi, 1 private parking spot (can accommodate 2 or recreational vehicle just need a heads up). Access to washer/dryer for stays 4 nights or more. No pets, no children under 8.

Top guest favourite

Guest suite in St. Petersburg

4.98 out of 5 average rating, 931 reviews

Private Guest Suite 2 miles from Beach

Private, small completely renovated Guest Suite with Private parking, private separate entrance with deck. Space is best for 1-2 people: small, but thought out. 2 miles from Treasure Island beach. 2.5 miles from the St Pete beach! Beautiful quaint neighborhood. Near great fishing spot Kitchenette Full Bathroom Comfy queen size bed Cool AC unit ❗️WE HAVE GREAT REVIEWS, but please view before booking “Is this guest suite right for you” below under “things to note” to have the trip you desire

Guest favourite

Loft in St. Petersburg

4.97 out of 5 average rating, 170 reviews

Adorable Suite: 15min to beach, 10min downtown

Entire apartment with a complete kitchen, full bath, A/C, WiFi (300mbps), you have a private entrance and all the comforts of home. Comfortable queen size bed. You are located 15 minutes from St Pete Beach and 10 minutes to downtown St Pete. You have off street parking. Very safe and quiet location. You have an easy check in via lock box after 3pm, and check out is simple, leave the key then lock the door behind you. We have plenty of secret spots to recommend. Very experienced Super Hosts.

Guest favourite

Cottage in Indian Shores

4.96 out of 5 average rating, 157 reviews

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Top guest favourite

Guest house in St. Petersburg

4.98 out of 5 average rating, 158 reviews

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

Top guest favourite

Home in Seminole

4.99 out of 5 average rating, 113 reviews

Tootsie’s Beachside Retreat

LUXURY SALTWATER HEATED POOL HOME! JUST 1.5 MILES TO BEAUTIFUL REDINGTON BEACH. AMAZING REMODELED HOME WITH HIGH END FINISHES LOCATED ON 1/2 ACRE LOT. BRAND NEW CUSTOM POOL WITH PEBBLETECH FINISH AND BAJA SHELF. BEAUTIFUL WHITE SAND BEACHES ONLY 1.5 MILE RIDE! 5 MIN. FROM: 3 COFFEE SHOPS,OUTSIDE MALL WITH SHOPPING, RESTAURANTS AND MOVIES. HOUSE IS ON RARE 1/2 ACRE PROPERTY IN UPSCALE NEIGHBORHOOD. RENOVATED WITH HIGH END FURNITURE AND FIXTURES, SAMSUNG 4K LED T.V.’S IN EVERY ROOM.

Guest favourite

Guest suite in St. Petersburg

4.92 out of 5 average rating, 343 reviews

THE NEST: Separate Unit Near Beaches and Downtown

At the center of everything! Experience this well designed, separate unit in St Pete, close to attractions, downtown restaurants & bars, best beaches, Dali Museum and St Pete Pier. The Airbnb is a separately built addition with its own private entrance, queen bed, dresser, wifi, mini fridge, coffeemaker, microwave, snacks and bathroom. Free driveway parking. The space is completely sanitized for each new guest(s). All touchable surfaces are disinfected.

Superhost

Hotel room in Dunedin

4.77 out of 5 average rating, 211 reviews

Sea Side Artisan Apartment 1

This Airbnb offers a unique experience to stay at a mom and pop style retro motel. There is no lobby for the guests, however we do list for rent the owner suit with front desk on airbnb as well. You can find it under “Seaside Artisan Motel Owner Suit”. This Airbnb is walking distance from the restaurants, shops and bars in Dunedin. It’s about 4 miles away from Honeymoon Island and about 6 miles from Clearwater Beach.

Guest favourite

Guest suite in Clearwater

4.99 out of 5 average rating, 103 reviews

Modern studio close to Clearwater beach.

Welcome to Clearwater! Located just a short distance from a variety of restaurants, unique shops, and grocery stores, we offer convenient access to anything you might need during your stay. Our studio is 5 miles from Clearwater beach.There is no shortage of things to do in the area, local parks, museums, cruises, and a variety of nightlife. Enjoy jet skis, bike trails, tennis, parasailing, and pier fishing!

Guest favourite

Guest suite in Pinellas Park

4.97 out of 5 average rating, 30 reviews

Coastal Haven Casita | pvt suite | pet friendly

Welcome to this newly remodeled guest suite where you’ll be close to shopping center’s & restaurants as well as beaches! Designed to meet your vacation needs! This suite is located in a central location & safe neighborhood. Come enjoy the Florida weather in this beautiful suite!