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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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Apartment in Largo

4.89 out of 5 average rating, 195 reviews

Modern and Cozy Condo 6 Minutes from the Beach !

This condo is a true gem, conveniently situated only a 6 minute drive away from highly-rated Indian Rocks Beach, celebrated by TripAdvisor. You'll be pleased to know that there's a beautiful golf course just a few minutes drive. Situated on the first floor , this modern condo features a screened patio with views of serene fountain. The complex offers a pool, gas BBQ for grilling and free parking. Plus, it is ideally located near everything you need, including a Starbucks just a short drive away

Guest favourite

Guest suite in Palm Harbor

5 out of 5 average rating, 105 reviews

Ozona Sunsets, ON THE WATER, studio w/sep entrance

Enjoy Florida sunsets right by the water! The studio is ATTACHED TO THE MAIN HOUSE, has its own SEPARATE entrance. Hosts live on property. Outdoor area is shared with hosts and two dogs. It's preferred that you are COMFORTABLE interacting with dogs! Property has WATER ACCESS. Your room: ensuite bathroom, kitchenette w/kitchen sink, small refrigerator, microwave, dishes, silverware, etc. (no stove!). Access: pool, outdoor area, dock, water view. No smoking/no vaping policy on the WHOLE property.

Guest favourite

Campervan/Motorhome in Seminole

4.88 out of 5 average rating, 104 reviews

Magical RV+ Private Hot Tub

This place has been created with a lot of love and magic to offer a different experience to our guests. We know that we live in very hectic times, and our body and spirit are crying out for a getaway, something different to recharge our energies. An ideal place for a romantic getaway to get out of the monotony and put fire in the relationship. Private entrance and hot tub. Very close to shops and restaurants and 3.2 miles from the beach. Do not miss the opportunity to book this wonderful stay!

Guest favourite

Guest suite in Largo

5 out of 5 average rating, 126 reviews

Cozy Private Bedroom Suite Private Entry King Bed

Large spacious private master bedroom suite with private entrance and driveway! King bed. Walk in closet. Private spacious bathroom! Fridge, microwave, Keurig coffee maker. Located in a large home. No access to rest of house. 5 miles to Indian Rocks Beach. 8 miles to Clearwater. 2.5 miles to Botanical Gardens and Heritage Village, both FREE! Lots of great restaurants nearby! 20 minutes -St Pete-Clearwater airport and 30 minutes-Tampa airport! Relax in backyard while having your coffee or wine

Guest favourite

Guest house in Seminole

4.96 out of 5 average rating, 165 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 12.

Guest favourite

Guest suite in Seminole

4.95 out of 5 average rating, 190 reviews

Priv Ent, Priv yard, low cleaing fee, Scent free!

Beautifully decorated with hand painted oil, acrylic paintings. No plug-ins, harsh detergents, softeners, cleaning products used* Large 400 ft. New mattress 2023. AC split you can control. Your own fenced yard. 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

Guest favourite

Guest house in St. Petersburg

4.99 out of 5 average rating, 180 reviews

Cozy Guesthouse Near Downtown (Non-Toxic)

Come relax in this calm, newly renovated guest suite. Clean, natural, & chemical free - diffusers and oils available on site. Amenities like central a/c, laundry, private patio, full kitchen, Netflix & Hulu. A short 5 minute drive from downtown - near tons of local restaurants, entertainment, and beaches. St. Pete loves the local vibe, be sure to check out our visitors guide for suggestions on spots to see while you’re here. It doesn’t get any better than St Pete! Book your stay with us today!

Guest favourite

Guest suite in Largo

4.94 out of 5 average rating, 262 reviews

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

Welcome to your private Studio located 10 minutes from Indian Rocks Beach FL. Come stay with us and dip your toes in the warm white sugar sands of the Gulf of Mexico. Our beautiful cozy studio has private parking, entrance and keyless entry, cozy cal king bed, on suite bath/shower w/bidet, sweet retro kitchenette including mini fridge/freezer, microwave and Keurig coffee/tea express. Beat the crowd, book your stay, relax at the best beaches in the country or explore Tampa Bay or St.Pete!

Guest favourite

Apartment in Madeira Beach

4.95 out of 5 average rating, 263 reviews

Steps Away 1st Floor-Bikes/Beach Access/ WI-FI

Exterminator inspection between guest with certificate provided. This ground floor apartment is located in a nine-unit condo complex. It's a few minutes walk to the lighted public crosswalk that crosses Gulf Blvd to the Madeira Beach Public Beach Access. The 385 sq. foot unit is perfect for two people. We are a mile from John's Pass Village. Limited beach equipment, bikes, beach towels, Wi-Fi, and Smart TV's included. Wireless WI-FI. Security latch on door. Four people will be tight.

Guest favourite

Home in St. Petersburg

4.95 out of 5 average rating, 119 reviews

Central Pineapple- trolley to downtown and pier

Mai Central Pineapple welcomes you! An ideal living space for those traveling to St. Petersburg and looking for a central location between downtown St.Pete and the beaches. Literally minutes from all the fun St.Pete has to offer! 5 min drive to Downtown St.Pete 13 min drive to St.Pete Beach 25 min drive to Tampa Enjoy provided beach amenities~ beach chairs, ice cooler, and more... Experience St.Pete as a local, check out our guide book for fun drinks, eats, and actives.

Guest favourite

Home in Indian Rocks Beach

4.92 out of 5 average rating, 188 reviews

Walk to Beach, Private 2B

5 min walk to the beach. Complete private space, you'll have the entire house to yourself with a full private fenced back yard so you can really sit back and relax... Not a duplex and there are no shared spaces. With a short 5 minute walk to the beautiful beach its the perfect place for beach relaxation and fun in the sun. No need for a car, enjoy cruising around by foot, bike, trolley ride, or rent one of our golf carts. Business Tax Receipt No. 1529.

Guest favourite

Guest suite in St. Petersburg

4.93 out of 5 average rating, 105 reviews

Sea and Earth

Relax in this quiet and elegant space: Sea and Earth , all new and modern. Here you can recreate yourself in the big way by visiting places that our city has to offer you to offer. You'll find everything you need for a great stay. We have a small terrace where smokers and non-smokers will feel very good. Our location is very suitable for guests a few minutes from 275 , shopping center and beaches. Welcome , we hope you have a great stay.

Holiday rentals for every style

Get the amount of space that is right for you

Bungalows

Intimate homes, inviting architecture

Flats

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Pinellas County holiday rentals

Free parking on premises

Air conditioning

Other great holiday rentals in Pinellas County

Guest favourite

Cottage in Safety Harbor

5 out of 5 average rating, 41 reviews

"Sweet Harbor Cottage" Walk to Downtown

Guest favourite

Apartment in Indian Rocks Beach

5 out of 5 average rating, 10 reviews

Serene Sunsets at Indian Cove

Guest favourite

Home in Gulfport

5 out of 5 average rating, 20 reviews

Charming Gulfport Cottage KING

Guest favourite

Guest house in Seminole

5 out of 5 average rating, 39 reviews

Brand new Florida guest house

Guest favourite

Holiday home in Indian Rocks Beach

4.91 out of 5 average rating, 87 reviews

Cozy apartment, beach across the street.

Guest favourite

Rental unit in Seminole

4.98 out of 5 average rating, 54 reviews

Cozy Clam Studio 3 miles to Madeira Beach

Guest favourite

Home in Largo

4.85 out of 5 average rating, 26 reviews

Relaxing Bella Palma Suite

Guest favourite

Rental unit in Safety Harbor

4.96 out of 5 average rating, 83 reviews

The Uptown Studio

Destinations to explore