Holiday rentals in Gulfport

Guest suite in St. Petersburg

4.91 out of 5 average rating, 255 reviews

Sweet & Simple guest suite Close to Everything.

Keep it sweet & simple at this peaceful and centrally-located private room close to downtown and the beaches. The room has it's own entryway from outside and boasts, TV, Wi-Fi, a full private bathrooms. The walk in closet space functions as a breakfast nook with mini-stovetop, refrigerator, microwave, and the necessary basic breakfast utensils. The room is also pet-friendly and close to major highways and transportation hubs. Come and call this space home for your stay in Saint Petersburg.

4.89 out of 5 average rating, 174 reviews

Gecko House Unit #1

Romantic little apartment which is the lower left half of the house next to Downtown Gulfport. Here you will find many shops, restaurants, and even a dancing hall a short walk away. Enjoy live bands during the day and Karaoke at night at some of the greatest bars in Florida. Not to mention, one of the best beaches is right next door. It even contains beach volleyball nets for daily use. Take a stroll down to the pier and enjoy the sites of the marina, or enjoy a beautiful sunset at night.

4.95 out of 5 average rating, 111 reviews

Tiny home in Gulfport

Shipwreck Bungalow

Shipwreck Bungalow, your own private paradise! Nestled in a quaint Gulfport neighborhood. Just 10 minutes from St. Pete beach, 10 minutes from lively downtown St. Pete and a few short minutes from funky downtown Gulfport. The Bungalow is surrounded by palms, tropical plants and flowers, beautiful outdoor shower, Tiki bar, heated stock tank pool, fire pit, outdoor games, grill and spacious outdoor seating area. Enjoy lounging by the pool or exploring all this sunny area has to offer!

4.84 out of 5 average rating, 233 reviews

Flat in Gulfport

Studio Garden Apartment

Studio apartment in Gulfport FL. New space with new bathroom and kitchenette, overlooking my garden. Hot plate and toaster oven with air fry capacity with a mini fridge. Sink, counter space and cupboards in kitchenette . George Forman grill outdoors on the deck for outdoor cooking as well. Queen bed Private entrance with no shared space. Updated WiFi with strong signal to support many devices perfect for work space and TV with netflix and ruko. There is only space for one vehicle.

Guest house in St. Petersburg

4.98 out of 5 average rating, 125 reviews

Relaxing & Charming Hideaway

Welcome to this centrally located St Petersburg guest suite. Our renovated guest house is located less than 10 minutes from Downtown and less than 10 minutes from Treasure Island Beach. You will be an 8-minute walk to the St Pete SunRunner - connecting St Pete Beach with downtown. The apartment has been carefully designed to include everything you will need to make your stay as comfortable as possible including private parking, a private side entrance, and an enclosed private yard.

4.93 out of 5 average rating, 217 reviews

Tiny home in Gulfport

Pelican's Nest - Pet Friendly

The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile from Gulfport's beach blvd. Where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or the St Pete pier.

4.98 out of 5 average rating, 108 reviews

Gulf Guesthouse - king bed, 3 blocks to downtown.

Be our guest! Welcome to our family compound where you will enjoy the treetop views from our second story carriage house guest apartment. You'll be surrounded by the tropical serenity of lush palms and plants, both inside and out, while being just around the corner from the excitement of downtown Gulfport. Our updated one bedroom apartment is fully furnished and stocked with all of the things you'll need for an extra comfortable, enjoyable stay. We look forward to hosting you!

4.97 out of 5 average rating, 221 reviews

Bungalow in Gulfport

Gulfport - St. Pete bungalow centrally located

Cozy and private apartment perfectly situated between St Pete Beaches, downtown St. Petersburg, and the quirky vibrant downtown Gulfport Arts District. This is a private apartment with 2 rooms, 1 bath, kitchenette, and patio. We live on the property in the other side of the Duplex, but your suite is completely private with your own entrance. Nature Park & bike trails: down the street! Downtown gulfport: 1mi / 3min St. Pete beach 4.6mi / 10min Downtown St Pete : 5mi / 10min

4.99 out of 5 average rating, 267 reviews

Cottage in Gulfport

Gulfport Art District - One Block From Beach!

Welcome to Uncle Finley's! Situated in the heart of Gulfport's Art and Waterfront District, This cottage listing is for unit A of the duplex. Step outside and walk to Gulfport Beach only one short block away, experience the highly-rated restaurants and shops, or browse local arts and crafts during the weekly Tuesday Morning Market during your stay. Want to experience more of Tampa Bay? Downtown St. Pete, St. Pete Beach, and I-275 access are only ten minutes away.

Superhost

Guest suite in Gulfport

4.72 out of 5 average rating, 163 reviews

Gulfport Beach Studio on Bay

This rustic studio- 'the annex'- can be rented with Waterfront 1BR-Private Beach (https://www.airbnb.com/rooms/10678164) or 2BR Private Beach Paradise (https://www.airbnb.com/rooms/2459284) as an additional space on the same property. It is steps to restaurants, nightlife, public transport, the beach, and family-friendly activities. You’ll love my place because of the retreat-like feel, the light, the comfy bed, and the neighborhood.

4.93 out of 5 average rating, 296 reviews

Lovely Guesthouse

We are ideally situated close to Tampa, Sarasota,Clearwater and St. Petersburg. Our neighborhood is wonderful, eclectic, alive. We have incredible restaurants a walk away. Our beach is walking distance. If you prefer you never have to leave Gulfport from the day you arrive. Everything you want is right here. There is free access for charging your electric vehicle on the beach in town which is walking distance from our guesthouse

5 out of 5 average rating, 121 reviews

Peaceful Getaway Close to Amazing Beaches!

This property is nestled in a quiet neighborhood just a mile from the beautiful Gulfport Waterfront District. It’s the perfect place to get away and relax or work remotely! You’ll be minutes away from our awesome town of Gulfport, renowned beaches on the Gulf, gorgeous local parks and preserves, lots of artsy shopping spots, and dining options for every palette! This sanctuary is furnished with everything you might need!

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Gulfport holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Gulfport

4.95 out of 5 average rating, 44 reviews

Modern studio, pool & patio | 10 min to DT & BEACH

AnthonyRating, 5 stars2 days ago

Cozy spot and Brittany is very nice and helpful as well! Very quiet and close to all kinds of fun. My dog was very comfortable as well. Will definitely be back!

4.98 out of 5 average rating, 62 reviews

Vibrant Hot Tub Home w/ Gym + Lanai, 1 mi to Beach

BethRating, 5 stars3 months ago

We decided to escape the cold and spend a month in Gulfport. This house met all of our needs. We used the bright dining room to do our work (and puzzles). We enjoyed coffee and cocktails on the screened-in back porch, soaking up the sunshine and listening to the wind through the bamboo trees. The counter space was limited, but we didn't need anything bigger to make our meals. The beds were comfy and we appreciated the selection of pillows and the large closet. I had brought my throw blankets because I can't watch TV without one, only to find that this house had a nice selection of them already! The gym in the garage was a bonus, though we are YMCA members and there is a nice Y 10 minutes from the house with great classes. The location of the house is super. We joked that everything seemed to be a 10-12 minute drive from the house (and that includes the super long FL lights!) We loved hopping on our bikes and going to the park for pickleball or into town for entertainment. 5-stars!!!

5 out of 5 average rating, 7 reviews

Tropical Oasis Guest House

AimeeRating, 5 stars5 days ago

Really nice place and the owners were super understanding.

4.98 out of 5 average rating, 41 reviews

The Star Cottage

LexRating, 5 stars2 weeks ago

They were very accommodating. Even let us borrow their bikes to ride to DT St pete. so grateful for the best weekend!

5 out of 5 average rating, 27 reviews

Gulfport Beach Vacation Rental, Wine Cellar

NatalieRating, 5 stars4 weeks ago

Was a great stay, walkable to the water and local shops. Converted garage to a front patio space was an added bonus. Bed was comfortable.

5 out of 5 average rating, 19 reviews

Hibiscus Hideaway!

ScottRating, 5 stars2 months ago

We absolutely loved our stay at Hibiscus Hideaway! The place was so cute, clean and very accommodating! We were able to check in earlier than expected and stay a little later in the day no extra charge which made it possible to optimize our stay! We would absolutely stay there again! My wife was also able to access her exercise videos on YouTube each morning and we were able to watch our favorite show on Netflix each night for downtime! Highly recommend!!!!! We were also able to do laundry which was helpful. They have some beach accessories you can use for convenience!!!

5 out of 5 average rating, 19 reviews

Writer’s modern retreat

RachaelRating, 5 stars1 month ago

Zoe’s place was great! Our dogs loved playing in the yard and the house was just the right size for my husband and I plus the two of them for the week. Very quiet neighborhood that’s convenient to St Pete, and nearby downtown Gulfport which is adorable. Zoe sent us a list of places to try and they didn’t disappoint!