Guesthouse vacation rentals in Gulfport

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.

4.97 out of 5 average rating, 263 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!

A cozy living area features a beige sofa adorned with bright orange pillows, inviting relaxation. A white coffee table sits in front, while a wall shelf displays decorative items. Natural light filters through two windows, brightening the space. A door leads to the outside.

4.88 out of 5 average rating, 582 reviews

Private Guest House sleeps 4 w/POOL & near beach!

This adorable pool house is light and airy with plenty of room for 4. There’s a king size bed, queen pullout sofa, dining area, efficiency kitchen perfect for light cooking, oversized closet and a newly remodeled bathroom. Guests have private entrance with small yard and patio of their own, and are encouraged to use the pool and backyard anytime, which we enjoy along with our sweet dogs, Frog and Bella. 3 miles from beach and downtown, lots of restaurants and shopping centers within 1.5 miles.

4.94 out of 5 average rating, 171 reviews

Bright 1BR Cottage — 10 min to Downtown & Beach

Tucked away in sunny St. Pete FL, this private 1-bedroom, 1-bath guest suite offers a relaxed and comfortable home base for couples, solo travelers, or a small group looking to enjoy the Sunshine City. You’re just 10 minutes from Downtown St. Pete’s (DTSP) waterfront, restaurants and nightlife and 15 minutes from our renowned Gulf beaches, including St. Pete Beach. We provide beach chairs, an umbrella, cooler, sunscreen, and towels, so you can head straight to the sand and start your vacation.

A bright studio apartment is showcased, featuring a queen bed with colorful decorative pillows. A small kitchen area is equipped with modern appliances, including a refrigerator and stovetop. A seating bench and vibrant area rug complement the space. Natural light flows through the windows.

4.98 out of 5 average rating, 116 reviews

The Salty Dunes… Adorable Studio near downtown

Welcome to the Salty Dunes! Located in Historic Roser Park, a cobble street, tree-lined storybook-like neighborhood. From here it’s just a short 2 mile bike ride to downtown St. Pete, the new Pier, Beach Drive and some of the best restaurants, museums and parks St Pete has to offer. We’re a quick 15-20 min drive to some of Florida’s best beaches and only a 25 min drive to Tampa International Airport or the St. Petersburg/Clearwater Airport. This place is perfect for couples or solo adventurers.

Guesthouse in Historic Kenwood

4.99 out of 5 average rating, 112 reviews

Kenwood Retreat - 1BR carriage house

This newly constructed carriage house was built to embrace the character and charm of the main house, a 1928 craftsman bungalow. Your 2nd floor 1 BR apartment is well appointed with a full chef's kitchen, a living room with a pull-out sofa, and washer/ dryer. Enjoy a morning cup of coffee or a glass of wine in the evening on the large porch. 2 min walk to Grand Central restaurants, coffee shops, boutiques, or grab a bike or scooter for a 5 min ride to Downtown St. Pete or 15 to the beaches.

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.

4.95 out of 5 average rating, 240 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.

The studio features a spacious layout with a comfortable futon couch adorned with decorative cushions. A fully equipped kitchen is visible in the background, complemented by a dining table with white chairs. Large windows provide natural light, enhancing the airy feel of the blue walls.

4.94 out of 5 average rating, 109 reviews

Quiet & Cozy Studio Near Beach & Downtown

Welcome to our charming studio in the heart of St. Petersburg, Florida! Our cozy dog-friendly space is the perfect retreat for solo travelers or couples looking to experience all this vibrant city offers. Located just 10 mins from Treasure Island and less than a half mile from a Sun Runner bus stop, the location offers easy access to all of the city’s great destinations. Enjoy your own private entrance and plenty of street parking in our quiet, shaded neighborhood. We can't wait to host you!

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.

4.85 out of 5 average rating, 400 reviews

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

Welcome to Casita Citron, a beautiful new tropical paradise in the heart of St. Pete! Tranquil & centrally-located: close to nature trails, shopping, downtown St. Petersburg, & Tampa. Minutes to St. Pete Beach, ranked #1 in USA! Washer & dryer on site. Private fully fenced in backyard with fire pit. Luxurious hot tub spa with speakers, water shooters, & LED lights. Heated outdoor shower. Memory foam mattress. SmartTV. Second queen size bed available upon request (AeroBed with foam topper).

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.

4.98 out of 5 average rating, 179 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.

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.

4.96 out of 5 average rating, 140 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!

Guesthouse in Historic Kenwood

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.

4.98 out of 5 average rating, 361 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.

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.

4.94 out of 5 average rating, 303 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

Popular amenities for Gulfport guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

A comfortable living area features a patterned sofa alongside a wicker coffee table. Natural light enters through multiple windows, complemented by a lamp nearby. Colorful wall decorations of sea creatures and flip-flops add a playful touch to the space.

4.93 out of 5 average rating, 29 reviews

Cozy Old Florida Duplex with keyless entry

A light-colored cottage is highlighted, featuring a welcoming red door. A paved outdoor area with a round glass table and four chairs is situated under a pergola with string lights, providing an inviting space for relaxation.

4.95 out of 5 average rating, 131 reviews

Crescent Heights Cottage

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.

4.98 out of 5 average rating, 252 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

A vibrant exterior view of a cottage surrounded by lush greenery showcases a bright green facade adorned with floral artwork. Large trees provide shade, while a white picket fence and colorful plants, including pink and white flowers, enhance the welcoming atmosphere of the property.

5 out of 5 average rating, 47 reviews

The Little Cottage

A charming guest house exterior is showcased, featuring a sloped roof and large glass doors. The inviting solarium area displays comfortable seating arrangements. Lush green plants are positioned beside the entrance, and the space is surrounded by well-maintained artificial grass, enhancing the outdoor atmosphere.

4.95 out of 5 average rating, 366 reviews

Tiny House Oasis Blue Vatican . Near MacDill Base

Guesthouse in Safety Harbor

4.94 out of 5 average rating, 311 reviews

Tiny House Oasis - 2 Min Walk to Main Street

4.97 out of 5 average rating, 158 reviews

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

Cozy 2 Bedroom - 12 Minutes from Clearwater Beach

The exterior of a cozy converted workshop features a gray wood-paneled facade with a vibrant yellow front door. Two chairs are positioned on the porch, beside a barrel and trash bins. A privacy fence can be seen in the background, surrounded by greenery.

4.84 out of 5 average rating, 908 reviews

Private & Cozy Tiny Home/Cottage

Guest house rentals with a patio

A sleeping area features a spacious bed adorned with multiple pillows and a decorative bolster pillow. A collection of framed artwork is displayed on the wall above. A bedside lamp and a wooden nightstand are positioned nearby, adding functionality to the space.

4.79 out of 5 average rating, 153 reviews

Sonia's Little House

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.

4.96 out of 5 average rating, 141 reviews

Cozy Tropical 2BR Casita + Hot Tub • Near Downtown

5 out of 5 average rating, 23 reviews

Butterfly Private Guest House near St. Pete Beach

4.86 out of 5 average rating, 159 reviews

An exterior view of a well-lit garage with a modern stone façade. The white garage doors are flanked by tall, symmetrical planters with neatly trimmed shrubs. Soft illumination from the overhead lights enhances the clean lines of the architecture, creating a welcoming entrance.

Guesthouse in Seminole

Luxury Guest House close to the beach

Guesthouse in Town 'n' Country

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.

4.94 out of 5 average rating, 198 reviews

Great brand new studio near Airport (TPA) .

Guesthouse in Town 'n' Country

A pathway is lined with pavers and flanked by a wooden fence and white vinyl fence, leading to the entrance of a guesthouse. Lush palm trees are visible in the background, and a small outdoor seating area with a table and chairs is present.

4.98 out of 5 average rating, 136 reviews

Peaceful & Private Dreamy Lodge TPA, DWTN, Beaches

4.95 out of 5 average rating, 114 reviews

A serene beach scene captures the gentle waves lapping at the shore under a colorful sunset. The sandy beach is lined with sparse vegetation, while the horizon showcases soft hues of orange, pink, and blue reflecting off the water.

Guesthouse in Seminole

Ollie's Beach House

Guesthouse in Town 'n' Country

4.91 out of 5 average rating, 119 reviews

Cosy Retreat close to everything

Guest house rentals with a washer and dryer

4.9 out of 5 average rating, 446 reviews

A vibrant sunset paints the sky in warm hues of orange and yellow, as the sun sinks below the horizon over a tranquil ocean. The image conveys a serene coastal atmosphere, resonating with the proximity to nearby beaches.

Guesthouse in Clearwater

Minutes to Beaches w/King Bed Private Updated

Guesthouse in Historic Old Northeast

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.

4.93 out of 5 average rating, 258 reviews

Cozy Coastal Casita

4.86 out of 5 average rating, 157 reviews

Pool & Close to dtwn w/2 Bikes

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.

4.92 out of 5 average rating, 138 reviews

Adorable South Tampa Two-Story Guest House

An outdoor seating area features two chairs and a small table under a covered porch. Soft string lights are hung above, illuminating the space. The adjacent wall is painted in a warm yellow tone, enhancing the inviting outdoor atmosphere.

4.78 out of 5 average rating, 287 reviews

Family & Pet friendly 2 bedroom Guest House

4.88 out of 5 average rating, 245 reviews

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

Cottage on Pinellas Bike Trail

Guesthouse in Bayshore Beautiful

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.

4.84 out of 5 average rating, 268 reviews

La Casa Azul - Private Detached Guest House