Search Holiday Rentals in Rockland Key

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Rockland Key holiday rentals

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is 13.337.767 ₫
23.961.673 ₫ total
includes taxes & fees
1 Jul - 2 Jul
Starlight Serenity - Hideaway w Stunning Views

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is 14.804.437 ₫
27.018.099 ₫ total
includes taxes & fees
19 Jun - 20 Jun
Atlantic View Luxury Villa with Pool

The Grinnell Cottage by Avantstay Shared Pool + Backyard Lounge Charming Cottage Steps to Waterfront Dining

The Grinnell Cottage by Avantstay Shared Pool + Backyard Lounge Charming Cottage Steps to Waterfront Dining
3.0 star property
Old Town Key West
The Grinnell Cottage by Avantstay Shared Pool + Backyard Lounge Charming Cottage Steps to Waterfront Dining

Lighthouse Suites Collection

Lighthouse Suites Collection
4.0 star property
Old Town Key West
The price is 12.290.973 ₫
30.227.109 ₫ total
includes taxes & fees
5 Jun - 6 Jun
Lighthouse Suites Collection

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (187 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is 3.055.636 ₫
7.849.313 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Aqua Lodges at Hurricane Hole Marina

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (1 review)
"Pool and outside was undesirable"
United States
Rosalie
The price is 24.818.817 ₫
38.448.768 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Contra House Key West

The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
2.0 star property
Raccoon Key
The price is 23.697.417 ₫
52.715.404 ₫ total
includes taxes & fees
7 Jun - 8 Jun
The Fairhaven House at Solaire Lunara Bay

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
The price is 9.289.320 ₫
12.730.368 ₫ total
includes taxes & fees
4 Jun - 5 Jun
Ocean Front One Bedroom Residence

Poolside Suite by Brightwild Pvt Pool Parking

Poolside Suite by Brightwild Pvt Pool Parking
2.0 star property
Old Town Key West
The price is 9.066.579 ₫
17.528.099 ₫ total
includes taxes & fees
9 Jun - 10 Jun
Poolside Suite by Brightwild Pvt Pool Parking

Brand New Catchlight House With Private Pool

Brand New Catchlight House With Private Pool
2.5 star property
Raccoon Key
The price is 17.226.312 ₫
44.251.056 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Brand New Catchlight House With Private Pool

New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House
2.0 star property
Raccoon Key
The price is 27.086.673 ₫
56.528.317 ₫ total
includes taxes & fees
14 Jun - 15 Jun
New Waterfront Home - Dreamside House

Floralee House in Key West

Floralee House in Key West
2.0 star property
Raccoon Key
The price is 22.564.390 ₫
49.812.261 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Floralee House in Key West

Parking Pool Dock - Shellstone House

Parking Pool Dock - Shellstone House
2.0 star property
Raccoon Key
Parking Pool Dock - Shellstone House

Waterlane House by Brightwild Pool Boat Dock

Waterlane House by Brightwild Pool Boat Dock
2.0 star property
Raccoon Key
The price is 19.149.073 ₫
39.790.090 ₫ total
includes taxes & fees
24 Jun - 25 Jun
Waterlane House by Brightwild Pool Boat Dock

Mirador House by Brightwild Pool Dock

Mirador House by Brightwild Pool Dock
2.0 star property
Raccoon Key
The price is 19.140.347 ₫
44.248.819 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Mirador House by Brightwild Pool Dock

Springtide House by Brightwild Waterfront Pool

Springtide House by Brightwild Waterfront Pool
2.0 star property
Raccoon Key
The price is 18.798.550 ₫
39.061.739 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Springtide House by Brightwild Waterfront Pool

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is 9.494.537 ₫
17.316.766 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Grand Marina Suite by Brightwild Waterfront

Suncoast House by Brightwild Pool Boat Dock

Suncoast House by Brightwild Pool Boat Dock
2.0 star property
Raccoon Key
The price is 25.388.828 ₫
50.872.719 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Suncoast House by Brightwild Pool Boat Dock

New Waterfront Home - Sunray House

New Waterfront Home - Sunray House
2.0 star property
Raccoon Key
New Waterfront Home - Sunray House

Aquaria House by Brightwild Pool Boat Dock

Aquaria House by Brightwild Pool Boat Dock
2.0 star property
Raccoon Key
Aquaria House by Brightwild Pool Boat Dock
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Rockland Key Hotel Reviews