
Guesthouse holiday rentals in Gulfport
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Top-rated Guesthouses in Gulfport
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Gulfport guesthouses
Family-Friendly guesthouses

Crescent Heights Cottage

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Cozy Coastal Casita

Cozy Renovated Studio – Private Entry + Parking

Cozy 2 Bedroom - 12 Minutes from Clearwater Beach

The Lassing House

Enjoy your privacy in this Unique retro style Apt.

Grandma's House. Jacuzzi bathtub/Low cleaning Fee
Guesthouses with a patio

Cozy Tropical 2BR Casita + Hot Tub • Near Downtown

Sonia's Little House

Stylish☀Mini Mint Bungalow☀10 mins from downtown

Tiny House Oasis Blue Vatican . Near MacDill Base

Luxury Guest House close to the beach ¡

Great brand new studio near Airport (TPA) .

Cozy studio/Full Kitchen/Private Entrance

9 Mins to Downtown, Full Kitchen, KingBed, Balcony
Guest house rentals with a washing machine and dryer

Minutes to Beaches w/King Bed Private Updated

Bay Suite in Heart of Dunedin

Backyard Bungalow in Old Seminole Heights

Luxe Apartment | Water Views | Covered Balcony

Tiki Hut Cottage

Pool & Close to dtwn w/2 Bikes

La Casa Azul - Private Detached Guest House

Caffeinated Bungalito Near Armature Works /75in TV
Quick stats about guesthouse rentals in Gulfport
Total rentals
20 properties
Nightly prices starting at
$76 AUD before taxes and fees
Total number of reviews
1.4K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Destinations to explore
- Seminole Holiday rentals
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- Guesthouse rentals Pinellas County
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- Guesthouse rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Dunedin Beach
- John's Pass
- Turtle Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Anna Maria Public Beach
- Amalie Arena
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- Streamsong Resort
- Jannus Live
- North Beach
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club