Compare South Florida Guest House Rentals
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Guest Houses in South Florida
Amsterdam's Curry Mansion Inn
511 Caroline St Key West FL
$371 nightly
The price is $418 total per night
$418 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Amsterdam's Curry Mansion Inn enjoy an outdoor pool, free WiFi in public areas, and a business center. Transportation is made easy with an area shuttle. A multilingual staff is on hand to assist with concierge services, dry cleaning/laundry, and securing valuables. Other amenities at this boutique guesthouse include coffee/tea in a common area, a library, and express check-out.
Pool
Pet friendly
NYAH Key West - Adults Only
420 Margaret Street Key West FL
$219 nightly
The price is $246 total per night
$246 total
Jan 21 - Jan 22, 2026
Total with taxes and fees
3 outdoor pools, a rooftop terrace, and a hot tub are featured at NYAH Key West - Adults Only. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and concierge services. Other amenities at this adults-only guesthouse include coffee/tea in a common area, a terrace, and a water dispenser.
Pool
Hot Tub
The Cabana Inn Key West - Adults Only
413 Applerouth Lane Key West FL
$339 nightly
The price is $381 total per night
$381 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Guests of The Cabana Inn Key West - Adults Only enjoy an outdoor pool, a hot tub, and coffee in a common area. Self parking is offered for USD 32.25 per night. The front desk has multilingual staff that can help with concierge services and luggage storage. Other amenities at this adults-only guesthouse include express check-out, a terrace, and laundry facilities.
Pool
Hot Tub
The Palms Hotel
820 White St Key West FL
$301 nightly
The price is $339 total per night
$339 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
At The Palms Hotel, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. Free offsite parking is available if you drive. The front desk has multilingual staff that can help with tours or tickets, luggage storage, and securing valuables. Additional amenities include a microwave in a common area, a computer station, and barbecue grills.
Pool
Breakfast included
Wicker Guesthouse
913 Duval Street Key West FL
$354 nightly
The price is $398 total per night
$398 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
Guests of Wicker Guesthouse enjoy features like an outdoor pool, free WiFi in public areas, and an arcade/game room. If you plan to drive, free parking is available. Front-desk staff can assist with luggage storage, concierge services, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a library, free newspapers, and a terrace.
Pool
Breakfast included
Heron House Court - Adult Only
412 Frances St Key West FL
$292 nightly
The price is $329 total per night
$329 total
Dec 24 - Dec 25
Total with taxes and fees
At Heron House Court - Adult Only, guests have access to an outdoor pool, a rooftop terrace, and free WiFi in public areas. The front desk has multilingual staff that can help with tours/tickets and luggage storage. Other amenities at this adults-only guesthouse include coffee/tea in a common area, a terrace, and a garden.
Pool
Free WiFi
Douglas House
419 Amelia St Key West FL
$306 nightly
The price is $344 total per night
$344 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
Guests of Douglas House enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. Self parking is available for USD 29.99 per day. Front-desk staff can assist with luggage storage and tours/tickets. Additional amenities include a picnic area and a garden.
Pool
Free WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotel Options in South Florida
Fontainebleau Miami Beach
4441 Collins Avenue Miami Beach FL
$452 nightly
The price is $515 total per night from Jan 5 to Jan 6
$515 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
8.2/10 Very Good! (7,472 reviews)
DoubleTree by Hilton Hotel Miami Airport & Convention Center
711 NW 72nd Ave Miami FL
$155 nightly
The price is $176 total per night from Dec 25 to Dec 26
$176 total
Dec 25 - Dec 26
Total with taxes and fees
7.2/10 Good! (3,419 reviews)
Hilton Miami Airport Blue Lagoon
5101 Blue Lagoon Dr Miami FL
$122 nightly
The price is $138 total per night from Jan 6 to Jan 7
$138 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
8/10 Very Good! (3,686 reviews)
South Florida Guest Houses essential information
Accommodation | 64 Guest Houses |
|---|---|
Lowest Price | $59 |
Highest Price | $515 |
Popular accommodation | Amsterdam's Curry Mansion Inn, NYAH Key West - Adults Only, The Cabana Inn Key West - Adults Only, The Palms Hotel, Wicker Guesthouse, Heron House Court - Adult Only, Douglas House, Santuaria Hollywood , Barcelona Studios Guesthouse |
More to Explore
- Farmstay in Moore Haven
- Apartments in Moore Haven
- Cabin Rentals in Moore Haven
- Cottages in Moore Haven
- Extended Stay Hotels in Moore Haven
- Cheap Hotels in Moore Haven
- Hotels with Free Parking in Moore Haven
- Pet Friendly Hotels in Moore Haven
- Moore Haven Hotels
- Vacation Homes in Moore Haven
- Rv Parks in Moore Haven
- Hotels near Florida Ridge AirSports Park
- Hotels near Big 'O' Airboat Tours
- Hotels near Roland Martin Marina
- Farmstay in LaBelle
- Cottages in LaBelle
- Extended Stay Hotels in LaBelle
- Vacation Homes in LaBelle
- Rv Parks in LaBelle
- Resorts in LaBelle
- Residences in Elliott Key
- Apartments in Port LaBelle
- Cabin Rentals in Port LaBelle
- Condo Rentals in Port LaBelle
- Apartments in Miami Beach
- B&B in Miami Beach
- Cabin Rentals in Miami Beach
- Chalets in Miami Beach
- Condo Resorts in Miami Beach
- Condo Rentals in Miami Beach
- Cottages in Miami Beach
- Extended Stay Hotels in Miami Beach
- Guest Houses in Miami Beach
- Hostels in Miami Beach
- Houseboats in Miami Beach
- Inns in Miami Beach
- Ranches in Miami Beach
- Resorts in Miami Beach
- Villas in Miami Beach
- Lodges in Coopertown
- Rv Parks in Coopertown
- Villas in Coopertown
- Cabin Rentals in Lakeport
- Condo Rentals in Lakeport
- Motels in Lakeport
- Cottages in South Bay
- Motels in South Bay
- Hotels near Okaloacoochee Slough State Forest
- Hotels near Sugarland Park
- Farmstay in Clewiston
- B&B in Clewiston
- Cabin Rentals in Clewiston
- Cottages in Clewiston
- Cheap Hotels in Clewiston
- Gay Friendly Hotels in Clewiston
- Hotels with Pool in Clewiston
- Hotels with Bar in Clewiston
- Hotels with Hot Tubs in Clewiston
- Pet Friendly Hotels in Clewiston
- Hotels with Shopping in Clewiston
- Clewiston Hotels
- Houseboats in Clewiston
- Inns in Clewiston
- Motels in Clewiston
- Vacation Homes in Clewiston
- Rv Parks in Clewiston
- Guest Houses in Flamingo
- Flights from Moore Haven
- Flights to Florida
- Flights to Miami
- Flights to Clewiston
- Flights from Atlanta to Clewiston
- Flights from Baltimore to Clewiston
- Flights from Charlotte to Clewiston
- Flights from Chicago to Clewiston
- Flights from Detroit to Clewiston
- Flights from Indianapolis to Clewiston
- Flights from Kansas City to Clewiston
- Flights from Los Angeles to Clewiston
- Flights from Montreal to Clewiston
- Flights from Nashville to Clewiston
- Flights from New Orleans to Clewiston
- Flights from Phoenix to Clewiston
- Flights from Raleigh to Clewiston
- Flights from Toronto to Clewiston
- Flights from Washington to Clewiston
- Flights from Clewiston
- Flights from Syracuse to Clewiston
- Flights from Halifax to Clewiston
- Flights from Augusta to Clewiston
- Flights from Newport News to Clewiston