Compare Rockland Key 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 Rockland Key

Heron House Court - Adult Only
412 Frances St Key West FL
$159 nightly
The price is $179 total per night
$179 total
Jul 13 - Jul 14
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

NYAH Key West - Adults Only
420 Margaret Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $132 total per night
$132 total
Jun 17 - Jun 18
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 TV in a common area.
Pool
Hot Tub

Wicker Guesthouse
913 Duval Street Key West FL
$209 nightly
The price is $235 total per night
$235 total
Jun 16 - Jun 17
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 securing valuables, luggage storage, and concierge services. 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

Bishop Hotel Key West
822 Fleming St Key West FL
2 outdoor pools, free WiFi in public areas, and a hot tub are featured at Bishop Hotel Key West. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. This adults-only guesthouse also has an ATM.
Pool
Hot Tub

Douglas House - Adults Only
419 Amelia St Key West FL
$157 nightly
The price is $177 total per night
$177 total
Jun 15 - Jun 16
Total with taxes and fees
Guests of Douglas House - Adults Only enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. Front-desk staff can assist with tours/tickets and luggage storage. Other amenities at this adults-only guesthouse include a garden and a picnic area.
Pool
Free WiFi

The Cabana Inn Key West - Adults Only
413 Applerouth Lane Key West FL
Free Cancellation
Reserve now, pay when you stay
$172 nightly
The price is $194 total per night
$194 total
Jun 15 - Jun 16
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 tours/tickets and luggage storage. Other amenities at this adults-only guesthouse include express check-out, a terrace, and laundry facilities.
Pool
Hot Tub

Amsterdam's Curry Mansion Inn
511 Caroline St Key West FL
$184 nightly
The price is $207 total per night
$207 total
Jun 16 - Jun 17
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 luggage storage, tours or tickets, and dry cleaning/laundry. Other amenities at this boutique guesthouse include coffee/tea in a common area, a library, and express check-out.
Pool
Pet friendly

The Palms Hotel
820 White St Key West FL
$164 nightly
The price is $185 total per night
$185 total
Jun 30 - Jul 1
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 securing valuables, tours or tickets, and luggage storage. Additional amenities include a microwave in a common area, a computer station, and barbecue grills.
Pool
Breakfast included

Duval Inn
511 Angela Street Key West FL
$197 nightly
The price is $222 total per night
$222 total
Jun 15 - Jun 16
Total with taxes and fees
Guests of Duval Inn enjoy features like an outdoor pool, free WiFi in public areas, and free newspapers. If you decide to drive, there's free offsite parking. Front-desk staff can assist with tours/tickets and luggage storage. Additional amenities include a terrace, wedding services, and a garden.
Pool
Breakfast included
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 Rockland Key

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$175 nightly
The price is $197 total per night from Jun 15 to Jun 16
$197 total
Jun 15 - Jun 16
Total with taxes and fees
8.4/10 Very Good! (2,374 reviews)

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$269 nightly
The price is $302 total per night from Jun 22 to Jun 23
$302 total
Jun 22 - Jun 23
Total with taxes and fees
8.8/10 Excellent! (3,387 reviews)

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$132 nightly
The price is $149 total per night from Jun 21 to Jun 22
$149 total
Jun 21 - Jun 22
Total with taxes and fees
8/10 Very Good! (1,237 reviews)
Rockland Key Guest Houses essential information
Accommodation | 72 Guest Houses |
|---|---|
Lowest Price | $132 |
Highest Price | $302 |
Popular accommodation | Heron House Court - Adult Only, NYAH Key West - Adults Only, Wicker Guesthouse, Bishop Hotel Key West, Douglas House - Adults Only, The Cabana Inn Key West - Adults Only, Amsterdam's Curry Mansion Inn, The Palms Hotel, Duval Inn |
More to Explore
- 5 Star Hotels in Boca Chica Key
- Cheap Hotels in Boca Chica Key
- Boca Chica Key Hotels
- Guest Houses in Flamingo
- B&B in Stock Island
- Condo Rentals in Stock Island
- Adventure Hotels in Stock Island
- Beach Resorts & in Stock Island
- Kid Friendly Hotels in Stock Island
- Hotels with Pool in Stock Island
- Hotels with Bar in Stock Island
- Hotels with Free Parking in Stock Island
- Hotels with Hot Tubs in Stock Island
- Oceanfront Hotels in Stock Island
- Hotels with a Wedding Venue in Stock Island
- Stock Island Hotels
- Houseboats in Stock Island
- Motels in Stock Island
- Vacation Homes in Stock Island
- Rv Parks in Stock Island
- Resorts in Stock Island
- Apartments in Cow Key
- B&B in Cow Key
- Cabin Rentals in Cow Key
- Condo Rentals in Cow Key
- Cottages in Cow Key
- Hostels in Cow Key
- Houseboats in Cow Key
- Vacation Homes in Cow Key
- Rv Parks in Cow Key
- Villas in Cow Key
- Geiger Key Hotels
- Hotels near Stock Island Yacht Club & Marina
- Apartments in Dredgers Key
- Hostels in Dredgers Key
- Houseboats in Dredgers Key
- Villas in Dredgers Key
- Vacation Homes in Bay Point
- 5 Star Hotels in Big Coppitt Key
- Big Coppitt Key Hotels
- Houseboats in Big Coppitt Key
- Resorts in Big Coppitt Key
- Condo Rentals in Raccoon Key
- Raccoon Key Hotels
- Houseboats in Raccoon Key
- Vacation Homes in Raccoon Key
- Apartments in Key Haven
- Vacation Homes in Key Haven
- All Inclusive Resorts & in Key West
- Beach Resorts & in Key West
- Cheap Hotels in Key West
- Key West Hotels
- Houseboats in Key West
- Flights from Key West Intl.
- Flights from Dallas to Boca Chica Key
- Flights from New York to Boca Chica Key
- Flights from Boca Chica Key
- Flights from Newark to Boca Chica Key
- Flights from Tampa to Boca Chica Key
- Flights from Boston to Stock Island
- Flights from Charlotte to Stock Island
- Flights from New York to Stock Island
- Flights from Philadelphia to Stock Island
- Flights from Raleigh to Stock Island
- Flights from Charleston to Stock Island
- Flights from Myrtle Beach to Stock Island
- Flights from Fort Lauderdale to Stock Island
- Flights from Fort Myers to Stock Island
- Flights from Huntsville to Stock Island
- Flights from Jacksonville to Stock Island
- Flights from Big Coppitt Key
- Flights from Raccoon Key
- Flights from Milwaukee to Raccoon Key
- Flights from Columbus to Key Haven
- Flights from Kansas City to Key Haven
- Flights from Nashville to Key Haven
- Flights from New Orleans to Key Haven
- Flights from St. Louis to Key Haven
- Flights from Richmond to Key Haven
- Flights from Milwaukee to Key Haven
- Flights from Rochester to Key Haven
- Flights from Grand Rapids to Key Haven
- Flights to Key West
- Flights from Miami to Key West
- Flights from Orlando to Key West
- Flights from Tampa to Key West
- Addcar rental Rental Cars in Boca Chica Key
- Easirent Rental Cars in Boca Chica Key
- Car rentals near Stock Island
- Discount Car Rentals Rental Cars in Stock Island
- Dollar Rent A Car Rental Cars in Stock Island
- Keddy By Europcar Rental Cars in Stock Island
- Airport Van Rental Rental Cars in Key Haven
- Mex Rent A Car Rental Cars in Key Haven
