
Guesthouse vacation rentals in Gulfport
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Top-rated guesthouse rentals in Gulfport
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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!

A slice of paradise!
The guest cottage (approx. 300 sq ft) is separate from the main house, where we reside, with a beautiful saltwater pool to cool off in after your day's adventures! The property is 5 blocks from downtown Gulfport, with waterfront restaurants, bars, arts district, unique shopping, and beach. Close access to new tennis courts, bayside beach and minutes away from modern downtown St. Petersburg, and world-famous beaches. We are not set up to host pets or children and no unaccounted for guests.

Central Cozy Cottage w/ Heated Pool & Hot Tub!
Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. EVERYONE is welcome here. Come & enjoy!

Private & Cozy Tiny Home/Cottage
This is a cozy converted workshop with all the amenities of a traditional home! You'll have a comfy bed that sleeps 2 with an air mattress upon request, TV with streaming options, fun decorations, WiFi, air conditioning, W/D, closet space, cooking stuff, & bathroom. If you love tiny homes, you'll love this. Because of it being a converted workshop, it still has that feeling in some regard. It's a little rustic, but still charming. It's not a hotel, nor does it try to be. Pets are welcome.

Casita Blue
Stay in Palmetto Park next to the Grand Central District and the Warehouse Arts district. This walkable neighborhood in St. Pete offers a wide variety of restaurants, bars and breweries. Downtown St. Pete entertainment is less than two miles away, and you can drive/rideshare to some of the best beaches in the world in 15 minutes. Tamp Int'l Airport is 30 minutes, Disney is 90 min, and Tropicana Field is 3/4 mile. This guesthouse offers an outdoor parking spot and w/d located in the garage.

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!

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.

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!

1 Bedroom Apartment in the heart of St. Pete
Charming 1 bedroom 1 bath apartment centrally located in the heart of vibrant St. Pete. Near Downtown, Edge District, Grand Central, Crescent Lake, Tropicana Field, Vinoy Park, and the Pier, you'll have convenient access (5 minute drive) to St. Pete's best restaurants, trendy cafes, exciting nightlife, and sunny waterfront parks. World class beaches are a 15 to 20 minute drive away. Thoughtfully furnished for both a relaxing getaway or a remote work trip.

Charming apartment in Historic Kenwood
Cute, spacious apartment located in Historic Kenwood, which was named 2020 “Neighborhood of the year” by NUSA. Our apartment is above our large garage. Lots of charm and just enough space to spread out a little for some privacy. Located close to downtown, walking distance to lots of restaurants, breweries and bars but still a short drive to our beautiful beaches. You access the apartment through our side gate and up an exterior stairway.

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

Villa Splash, 1 room pool suite
Tropical pool villa in central St Pete built in 2022, only 1 mile from Pinellas Trail, 2 miles from downtown restaurants and 5 miles from Treasure Island Beach. One room efficiency includes a comfortable queen size murphy bed, full bathroom (w/shower-no tub), large flat screen tv, with wet bar, microwave & coffee maker. Guests will have private access to pool. Smoking is NOT permitted on property and will be reported.
Popular amenities for Gulfport guesthouse rentals
Family-friendly guest house rentals

Crescent Heights Cottage

Cozy Renovated Studio – Private Entry + Parking

Pool & Close to dtwn w/2 Bikes

Guest House in prime location!

Oasis historic cottage w/Tropical Patio/Parking

The Lassing House

2 bedroom guesthouse in hip Grand Central District

Casa Magnolia- Cute and spacious remodeled unit
Guest house rentals with a patio

Blue Bungalow of St. Pete Beach - Great Location !

Kenwood Retreat - 1BR carriage house

Charming studio in the heart of Tampa

Sonia's Little House

Beautiful Studio near Tampa Airport (TPA)

Cozy Palma Ceia Cabana close to Westshore & TIA.

Luxury Guest House close to the beach

Pets OK | Peacocks! | Close to Downtown & Beaches
Guest house rentals with a washer and dryer

Minutes to Beaches w/King Bed Private Updated

Beautiful, cozy guesthouse in the heart of Tampa

Bay Suite in Heart of Dunedin

Luxe Apartment | Water Views | Covered Balcony

Cozy Coastal Casita

Tiki Hut Cottage

Cottage on Pinellas Bike Trail

La Casa Azul - Private Detached Guest House
Quick stats about guesthouse rentals in Gulfport
Total rentals
20 properties
Nightly prices starting at
R861 ZAR before taxes and fees
Total number of reviews
1.5K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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