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Guesthouse vacation rentals in Gulfport

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Gulfport

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

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Top guest favorite

A private patio area is surrounded by wooden fencing adorned with greenery. Two blue chairs are positioned at a round table, creating a serene space for relaxation. Natural light filters through the nearby trees, enhancing the inviting atmosphere of the outdoor setting.

Guesthouse in St. Petersburg

4.97 out of 5 average rating, 221 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!

Top guest favorite

A charming pool area is surrounded by lush tropical foliage. The turquoise saltwater pool is framed with light stone paving. A small cottage with a red door is visible in the background, while lounge chairs and a colorful beach ball provide inviting accents to the outdoor space.

Guesthouse in Gulfport

4.95 out of 5 average rating, 221 reviews

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.

Top guest favorite

A private backyard features a heated pool surrounded by lush tropical plants and trees. The pool has a gentle curve and is accompanied by stone steps leading into the water. A small seating area is partially visible in the background, set amongst vibrant greenery.

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 202 reviews

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!

A cozy living area features a grey loveseat accompanied by a light-colored accent chair. A small table and chairs are visible in the background. The kitchenette showcases modern cabinets and appliances, enhancing the functional space. A patterned rug lies beneath, adding warmth to the atmosphere.

Guesthouse in St. Petersburg

4.93 out of 5 average rating, 165 reviews

Sunny Guest Suite in the Heart of St. Pete!

Tucked away in the heart of sunny St. Petersburg, FL, this 1 bedroom, 1 bathroom guest suite is the perfect home base for couples, small groups & solo adventurers to rest, recharge & enjoy all that the Sunshine City has to offer. Ready to explore? Our central location is a 10 minute drive to the exciting nightlife of Downtown St. Pete (DTSP) and 15 minutes to St. Pete Beach! No need to bring your own beach gear, we'll provide the beach chairs, umbrella, cooler, sunscreen and towels!

Top guest favorite

The exterior of the cottage is highlighted, featuring a white facade with blue shutters. Two windows frame the entrance, and a welcoming door is centered below them. Four black, woven outdoor chairs are arranged on the green grass, surrounded by tropical plants and sunlight.

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 157 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 favorite

The bright living area features a green sofa with a decorative pillow, a white coffee table, and a dining table with four chairs. Vibrant wall art enhances the space, complemented by large windows allowing natural light. A doorway leads to the private side yard.

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 129 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.

Top guest favorite

An inviting view into the living area is framed by a decorative arch. A vibrant green plant adds a touch of nature, while a cozy brown couch and accent chairs are arranged around a circular coffee table. Colorful artwork decorates the walls.

Guesthouse in Gulfport

4.97 out of 5 average rating, 111 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!

Top guest favorite

A cozy bedroom features a spacious bed adorned with decorative pillows and a bright, textured quilt. Wall decor includes framed artwork and decorative plates that add charm. A bedside lamp rests on a nightstand, providing soft illumination, while natural light filters through sheer curtains.

Guesthouse in Historic Kenwood

4.97 out of 5 average rating, 317 reviews

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.

Top guest favorite

A light-filled living area features a comfortable couch adorned with decorative pillows. A coffee table with shell motifs sits in front, complemented by two stylish lamps. Artwork depicting coastal scenes hangs on the walls, and a curtain in soft hues allows natural light to filter in.

Guesthouse in Gulfport

4.93 out of 5 average rating, 298 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

A staircase leads down to an enclosed Florida room, where a small round table with two decorative chairs is situated. Lush greenery and bamboo create a tranquil backdrop, enhancing the space's connection to nature.

Guesthouse in Gulfport

4.83 out of 5 average rating, 125 reviews

Bamboo Carriage House

Welcome to Bamboo Carriage House originally built in 1920, a cute and comfortable guest house in the quaint and quirky village of Gulfport, Florida. Located just a short drive from downtown St. Pete and St. Pete beaches. Just 1.2 miles from Gulfport's waterfront district full of independent shops, restaurants, and galleries. Convenient to the Gulf beaches, Downtown St. Pete and Tampa.

A light-filled living area features a comfortable beige sofa adorned with patterned throw pillows. In the background, two bikes are parked beside a well-equipped kitchenette with navy cabinetry and a wine fridge. Sunlight streams through an open door, illuminating the space.

Guesthouse in Historic Old Northeast

4.9 out of 5 average rating, 316 reviews

Beautiful Guest House in Historic Old Northeast

Completely Detached Studio apt/Mother in-law suite located in Historic Old Northeast. 100 feet to Coffee Pot Water Way and walking path. Less than a mile to downtown, less than a mile to Vinoy Hotel and Beach drive; Quarter mile to North Shore Park. Two bikes are available to guests. Guests are also welcome to the lap pool, the grill, patio furniture. Must be okay with dogs.

A bright living space features a brown leather sofa and light-colored accent chairs. A medium-sized coffee table is arranged with magazines. Natural light filters through window treatments, highlighting the white walls and wood flooring. A mounted television is centered on the wall, enhancing the open atmosphere.

Guesthouse in Historic Old Northeast

4.91 out of 5 average rating, 113 reviews

Private guesthouse in Historic Old Northeast

This unique guesthouse is in a great location in Historic Old Northeast. Located 4 blocks from St. Petersburg's beautiful waterfront parks and a short walk to downtown St. Petersburg. The downtown area has a ton to offer including the newly renovated pier, restaurants, shopping, music and museums. Great for singles, couples and business travelers.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Gulfport guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

The studio features a spacious sleeping area with a neatly made bed and neutral-colored bedding. A console table with lamps stands against the wall, while a circular area rug adds a pop of color to the polished concrete floor. Natural light streams in from a nearby window.

Guesthouse in Old Seminole Heights

4.97 out of 5 average rating, 178 reviews

Backyard Bungalow in Old Seminole Heights

Top guest favorite

A private pool is situated outside the guest house, surrounded by serene landscaping. The pool area features a light-colored deck and clear blue water, while the house presents a two-story facade with large glass doors offering access to the pool.

Guesthouse in St. Petersburg

4.9 out of 5 average rating, 326 reviews

Carriage House in North St. Pete

A charming cottage exterior is framed by lush tropical plants and colorful flowers. Double French doors are highlighted with decorative glass, leading to a welcoming entrance. Brick flooring extends to the doorstep, adding to the cozy, inviting feel of the outdoor space.

Guesthouse in Davis Islands

4.85 out of 5 average rating, 969 reviews

Charming private guest house.

An exterior view of the two-story house features a white siding complemented by black shutters. Lush greenery surrounds the property, and a welcoming awning covers the entrance. Soft lighting from the windows suggests a cozy ambiance as evening approaches.

Guesthouse in Tampa

4.92 out of 5 average rating, 112 reviews

Adorable South Tampa Two-Story Guest House

A charming guest house is surrounded by lush tropical foliage, featuring a stone-bordered pond in the foreground. The structure is painted in a muted grey, with a staircase leading to the upper level, inviting relaxation in a serene outdoor setting.

Guesthouse in Tampa

4.85 out of 5 average rating, 340 reviews

Hyde Park Tree House, Tampa, FL - Great location

A calm body of water is seen reflecting the lush greenery lining its banks. Tall palm trees and other foliage create a serene backdrop under a clear blue sky, contributing to a peaceful natural setting.

Guesthouse in Old Seminole Heights

4.87 out of 5 average rating, 928 reviews

Seminole Heights Riverside Paradise w/Pool

A cozy living area features a blue sofa paired with a black ottoman and a small blue side table. A potted plant sits on the table, and a colorful wall art piece is displayed nearby. Natural light filters through two windows with blinds.

Guesthouse in St. Petersburg

4.85 out of 5 average rating, 489 reviews

Cute home in historic neighborhood

Top guest favorite

A spacious yard is presented under the shade of mature trees, featuring a colorful swing set and a hanging basket chair. Lush green grass covers the ground, and a light-colored house is seen in the background, enhancing a peaceful outdoor environment.

Guesthouse in Seminole

4.95 out of 5 average rating, 246 reviews

Private Apt/3miles from beaches/Treehouse.like

Guest house rentals with a patio

A hot tub is surrounded by lush greenery and vibrant red flowers, creating a serene atmosphere. A tall palm plant is visible beside the tub, complementing the tropical landscape. A large umbrella is positioned nearby, providing shade on bright sunny days.

Guesthouse in St. Petersburg

4.96 out of 5 average rating, 109 reviews

Tropical 2BR Casita + Hot Tub Near It All

A well-designed fire pit area is surrounded by vibrant landscaping, featuring five blue adirondack chairs positioned around a stone circle. Lush palm trees provide a tropical ambiance, and a gravel path leads to the space, inviting relaxation in the private backyard.

Guesthouse in St. Petersburg

4.85 out of 5 average rating, 336 reviews

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

A cozy bedroom features a spacious bed with light linens and decorative pillows. Green accent walls complement framed artwork. Soft lighting is provided by two wall-mounted lamps, and a mirror reflects the inviting atmosphere. A small nightstand holds an alarm clock.

Guesthouse in St. Petersburg

4.89 out of 5 average rating, 117 reviews

Cozy Renovated Studio – Private Entry + Parking

Top guest favorite

A spacious bedroom features a king-size bed with a stylish tufted headboard, draped in golden bedding. Two bedside lamps provide soft illumination. The room is complemented by modern tile flooring with a marble pattern, and a ceiling fan enhances comfort.

Guesthouse in Palm Harbor

4.97 out of 5 average rating, 313 reviews

Private Suite, 1 bedroom, 1 bathroom, pool, patio

A clear blue sky overlooks a private pool surrounded by lush greenery and palm trees. The patio features brick paving and lounge chairs positioned near the water, offering a serene setting for relaxation. A cozy cabana is visible in the background, enhancing the tranquil atmosphere.

Guesthouse in Tampa

4.93 out of 5 average rating, 189 reviews

Cozy Palma Ceia Cabana close to Westshore & TIA

Top guest favorite

A private patio area features two light blue chairs positioned beside a small white table. Colorful potted plants, including vibrant pink bougainvillea and a green succulent, are present, set against a crisp white fence and palm trees in the background.

Guesthouse in Tampa

4.94 out of 5 average rating, 125 reviews

Great brand new studio near Airport (TPA) .

A well-lit studio showcases a cozy seating area with a blue couch and a small white coffee table. A queen-sized bed is positioned against a patterned accent wall, accompanied by a flat-screen TV mounted on the wall. Air conditioning is present for comfort.

Guesthouse in Old Seminole Heights

4.93 out of 5 average rating, 121 reviews

Stylish Studio-Perfect Location! 10min to DownTown

A guest house with bright yellow siding is set against a backdrop of lush trees. The entrance features a dark door and a small patio area with seating. Surrounding greenery adds a touch of nature, complemented by a white fence providing privacy.

Guesthouse in Clearwater

4.98 out of 5 average rating, 127 reviews

Cozy 2 Bedroom - 12 Minutes from Clearwater Beach

Guest house rentals with a washer and dryer

Top guest favorite

A bright living area is showcased with a white sofa and two leather chairs arranged around a circular coffee table. Light curtains frame a window above a cozy daybed. A small workspace with a TV is visible in the corner, enhancing the space's functionality.

Guesthouse in Dunedin

4.99 out of 5 average rating, 195 reviews

Bay Suite in Heart of Dunedin

Top guest favorite

A modern living space features a comfortable blue sofa adorned with decorative cushions. A sleek coffee table with a candle sits in front. The open kitchen showcases contemporary cabinetry and a kitchen island with bar seating. Light fixtures illuminate the area, enhancing the inviting ambiance.

Guesthouse in Safety Harbor

4.98 out of 5 average rating, 101 reviews

Luxe Apartment | Water Views | Covered Balcony

A private pool area is enclosed by a mesh screen, featuring a sparkling blue pool. Two light blue chairs are positioned adjacent to the pool, with the guest house and windows visible in the background. Lush greenery provides a serene contrast to the home.

Guesthouse in Historic Old Northeast

4.93 out of 5 average rating, 233 reviews

Cozy Coastal Casita

Top guest favorite

A spacious bedroom is presented, featuring a king bed with layered green and white bedding. Flanking nightstands with lamps provide warm light. Decorative wall art adds interest, while a cozy bench sits at the foot of the bed, enhancing the room's functionality and comfort.

Guesthouse in North Hyde Park

5 out of 5 average rating, 128 reviews

Charming Carriage House in Hyde Park Village SoHo

Top guest favorite

A living area with a blue sofa and two red armchairs is complemented by a decorative area rug. A tropical-themed wall art piece adds a splash of color. A staircase leads to the upper level, with a dining area visible in the background.

Guesthouse in Dunedin

4.95 out of 5 average rating, 175 reviews

Tiki Hut Cottage

A light green room features a queen-size bed with a white quilt and decorative pillows. A small dining area with a round table and two chairs is visible alongside a neutral-toned sofa. Large windows provide natural light, and indoor plants are seen through the glass doors.

Guesthouse in Clearwater

4.9 out of 5 average rating, 214 reviews

Cottage on Pinellas Bike Trail

An outdoor patio area is enclosed by a wooden fence, featuring a fire pit surrounded by two white adirondack chairs. Lush greenery and small shrubs border the space, which is accentuated by a stone path and grassy patches under a clear blue sky.

Guesthouse in Bayshore Beautiful

4.84 out of 5 average rating, 251 reviews

La Casa Azul - Private Detached Guest House

A modern living space is presented with a sleek kitchen and dining area. A large flat-screen TV is mounted on the wall across from a comfortable seating arrangement that includes a gray sofa and wooden chairs. Natural light is provided by nearby doors and windows.

Guesthouse in Tampa Heights

4.95 out of 5 average rating, 146 reviews

Caffeinated Bungalito near Armature Works /75in TV

Quick stats about guesthouse rentals in Gulfport

Total rentals
20 properties
Nightly prices starting at
R893 ZAR before taxes and fees
Total number of reviews
1.1K 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

Destinations to explore