Holiday Rentals in Rockland Key

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Holiday Rentals in Rockland Key

Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (165)
"The stay was beautiful "
United States
Jennifer
The price is €213
includes taxes & fees
27 Oct - 28 Oct
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.4 out of 10, Very good, (314)
"Great hotel with excellent location "
United States
Rony
The price is €267
includes taxes & fees
19 Nov - 20 Nov
Hyatt Vacation Club at Sunset Harbor, Key West
Steps from Duval, Pool on Site & Bikes Included!
9.6 out of 10, Exceptional, (406)
"this was exactly as advertised and close to all the action"
Canada
Dave T.
The price is €198
includes taxes & fees
27 Oct - 28 Oct
Steps from Duval, Pool on Site & Bikes Included!
Coconut Mallory Resort And Marina By Kees Vacations
3.0 star property
8.2 out of 10, Very good, (820)
"Great place really nice rooms"
United States
Eric
Coconut Mallory Resort And Marina By Kees Vacations
Perfect Location, Private Heated Pool, Pristine Luxury Home!
10.0 out of 10, Exceptional, (191)
"Outstanding place to stay, centrally located!"
United States
Elizabeth Y.
The price is €1,672
includes taxes & fees
28 Oct - 29 Oct
Perfect Location, Private Heated Pool, Pristine Luxury Home!
Duval Delight | Recently Remodeled Condo on Duval!
9.8 out of 10, Exceptional, (34)
"This place has everything you need and is in an excellent location. We would definitely stay here again. "
United States
Kimberly D.
Duval Delight | Recently Remodeled Condo on Duval!
Comfortable Condo with Pool, Private Balcony, & Beach Access
8.6 out of 10, Excellent, (136)
"Nice area, location, and wonderful apartment!"
United States
Harald P.
The price is €532
includes taxes & fees
11 Nov - 12 Nov
Comfortable Condo with Pool, Private Balcony, & Beach Access
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
9.2 out of 10, Wonderful, (183)
"Great location; excellent property management "
United States
Frank T.
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
6.6 out of 10, (12)
"Unfortunately this stay was very disappointing. The marina was awesome. Tessa was awesome. The boat itself was disgusting. The pictures are very deceiving. What you see is not what you get. "
United States
Christine
The price is €302
includes taxes & fees
27 Oct - 28 Oct
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
8.6 out of 10, Excellent, (138)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
The price is €318
includes taxes & fees
2 Nov - 3 Nov
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
9.6 out of 10, Exceptional, (190)
"Stayed for 2 weeks, very responsive to any questions/issues. Recommend staying here as it is close enough to the action, but far enough away to feel removed. "
United States
Spencer A.
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
Heart of Downtown Key West Cottage With Off-Street Parking
10.0 out of 10, Exceptional, (138)
"Perfect location! Cute cottage had the best time. "
United States
jamie r.
Heart of Downtown Key West Cottage With Off-Street Parking
Living the Dream Key West Style
9.8 out of 10, Exceptional, (29)
"Clean rooms pet friendly great view! Exactly as advertised "
United States
Todd
The price is €335
includes taxes & fees
11 Nov - 12 Nov
Living the Dream Key West Style
Island View 1BR Residence With Balcony
2.0 star property
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
United States
Tonya
The price is €330
includes taxes & fees
27 Oct - 28 Oct
Island View 1BR Residence With Balcony
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
9.8 out of 10, Exceptional, (48)
"Wonderful view, lot's of space, great location "
United States
Valerie
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool
9.4 out of 10, Exceptional, (13)
"Great time staying there "
United States
Loretta C.
The price is €202
includes taxes & fees
27 Oct - 28 Oct
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool
Super-Cozy boat in Key West!
The price is €272
includes taxes & fees
27 Oct - 28 Oct
Super-Cozy boat in Key West!
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
10.0 out of 10, Exceptional, (23)
"Will stay here again "
United States
Matt O.
The price is €290
includes taxes & fees
27 Oct - 28 Oct
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
10.0 out of 10, Exceptional, (23)
"We had a wonderful stay here with our kids. Can’t beat the location."
United States
Julia P.
The price is €290
includes taxes & fees
27 Oct - 28 Oct
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK
9.2 out of 10, Wonderful, (96)
"Great space for a large party! Having both houses with the driveway in the middle provided a great spot for our weekend!"
United States
Ryan F.
The price is €789
includes taxes & fees
13 Nov - 14 Nov
Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK
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.
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Top Rockland Key Hotel Reviews

Find out more about Rockland Key

Everything you need to know about Rockland Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rockland Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rockland Key holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Rockland Key holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rockland Key. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rockland Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rockland Key holiday rentals we have selected for you start as low as €198 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rockland Key rentals

At Expedia, we put the best Rockland Key holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Rockland Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rockland Key holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rockland Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.