
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.

Centrally Located Cozy 1-bed Private Cottage!
This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

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!

St Pete Casita Studio with Salt Water Pool & Yard
Keep it simple at this peaceful and centrally-located place. La Casita is located minutes from bustling downtown and beautiful bay waterfront restaurants and bars. Tampa International Airport is only 20 minutes away. The property itself is great for relaxing. La Casita is surrounded by lush palm trees and has its own access to the pool a few feet from your front door. Come relax, go to the pool, beach, enjoy the outdoor shower and finish off the day at One of the many nearby restaurants!
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.

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 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.

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!

The Perfect Studio
Enjoy an amazing experience at this centrally-located, newly renovated, private studio apartment! Adorable kitchenette, dreamy walk-in tiled shower, and close to everything!! •1.7 miles from Sunken Gardens •3.2 miles from The Dalí Museum •2.8 miles from Tropicana Field •2.5 miles from the best shopping, restaurants, and coffee shops in downtown St. Pete and our gorgeous pier! •10 miles from our World Famous Bay Beaches All while staying in a relaxing neighborhood. Come live like a local!

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).

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!

Newly reopened Airbnb! Freshly remodeled !
Airbnb in Clearwater, Florida 🌴✨ Escape to this cozy studio suite designed for relaxation, comfort, and good vibes. Perfect for a solo getaway or a romantic stay, just minutes from downtown and the beautiful beaches. Enjoy the private tiki patio with a hot tub, outdoor TV, and seating area for the ultimate Florida experience. ☀️🌊 🍸 🍸 🍸 Free Full Liquor Mini Bar Included! Enjoy a variety of complimentary spirits and drinks. 🥂✨ No Cleaning Fee! Enjoy a hassle-free stay .
Popular amenities for Gulfport guesthouse rentals
Family-friendly guest house rentals

Cozy Renovated Studio – Private Entry + Parking

Pool & Close to dtwn w/2 Bikes

Guest House in prime location!

Private Guest Studio w/Courtyard

Tiny House Oasis Blue Vatican . Near MacDill Base

Cozy 2 Bedroom - 12 Minutes from Clearwater Beach

Adorable Historic Old NorthEast Bungalow

The Florida Room. private entry.driveway parking.
Guest house rentals with a patio

Sonia's Little House

Beautiful Private Bungalow near Hyde Park & SOHO

Luxury Guest House close to the beach

9 Mins to Downtown, Full Kitchen, KingBed, Balcony

Ollie's Beach House

Cosy Retreat close to everything

Beachy Bohemian Bungalow with all the perks!

Relax in the tampa bay area #1
Guest house rentals with a washer and dryer

Crescent Heights Cottage

Bay Suite in Heart of Dunedin

Cozy Coastal Casita

Cottage on Pinellas Bike Trail

A Hidden Gem Steps to Pass-a-Grille Beach- Dog Ok!

Treetop Oasis

HYDE PARK! Walk to Bayshore, Riverwalk, &. UT!

Lemon Studio Near Downtown Tampa
When is the best time to visit Gulfport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 404 | ﺩ.ﺇ 430 | ﺩ.ﺇ 455 | ﺩ.ﺇ 367 | ﺩ.ﺇ 367 | ﺩ.ﺇ 367 | ﺩ.ﺇ 367 | ﺩ.ﺇ 294 | ﺩ.ﺇ 275 | ﺩ.ﺇ 290 | ﺩ.ﺇ 349 | ﺩ.ﺇ 364 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about guesthouse rentals in Gulfport

Total vacation rentals
Explore 20 vacation rentals in Gulfport

Nightly prices starting at
Gulfport vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

Verified guest reviews
Over 1,620 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Gulfport vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Gulfport rentals

4.8 Average rating
Gulfport stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Destin Vacation rentals
- Rentals with a fire pit Gulfport
- Beach condo rentals Gulfport
- Condo rentals Gulfport
- Fitness-friendly rentals Gulfport
- Pet-friendly rentals Gulfport
- House rentals Gulfport
- Rentals with a kayak Gulfport
- Rentals with pools Gulfport
- Rentals with a washer and dryer Gulfport
- Apartment rentals Gulfport
- Waterfront rentals Gulfport
- Rentals with a hot tub Gulfport
- Beachfront rentals Gulfport
- Family-friendly rentals Gulfport
- Rentals with a patio Gulfport
- Smoking-friendly rentals Gulfport
- Rentals with outdoor seating Gulfport
- Cottage rentals Gulfport
- Rentals with a fireplace Gulfport
- Rentals with beach access Gulfport
- Guesthouse rentals Pinellas County
- Guesthouse rentals Florida
- Guesthouse rentals United States
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Amalie Arena
- Tampa Convention Center
- Vinoy Park
- Sand Key Beach
- Dunedin Beach
- Cortez Beach
- Hard Rock Casino
- Tropicana Field
- St Pete Beach
- Anna Maria Public Beach
- Jannus Live
- River Strand Golf and Country Club
- University of South Florida





