Rockland Key Vacation Rentals

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Our top choices for Rockland Key vacation rentals

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
$452 nightly
The price is $509
Apr 13 - Apr 14
Total with taxes and fees
Ocean Front One Bedroom Residence

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
$975 nightly
The price is $1,097
Apr 17 - Apr 18
Total with taxes and fees
Atlantic View Luxury Villa with Pool

Lighthouse Suites Collection

Lighthouse Suites Collection
4.0 star property
Old Town Key West
$820 nightly
The price is $915
Apr 15 - Apr 16
Total with taxes and fees
Lighthouse Suites Collection

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
3.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (6 reviews)
"Property was clean and quiet nice amenities "
United States
Bradley
$802 nightly
The price is $902
Apr 15 - Apr 16
Total with taxes and fees
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (182 reviews)
"Great stay better than we expected "
Canada
Jordan
$319 nightly
The price is $359
Apr 22 - Apr 23
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
$1,460 nightly
The price is $1,642
May 13 - May 14
Total with taxes and fees
Contra House Key West

Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
Raccoon Key
$2,457 nightly
The price is $2,764
Apr 13 - Apr 14
Total with taxes and fees
Waterfront Luxury Home - Tidelands House

Palmgale House in Key West

Palmgale House in Key West
2.0 star property
Raccoon Key
$1,931 nightly
The price is $2,172
May 11 - May 12
Total with taxes and fees
Palmgale House in Key West

Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
$1,452 nightly
The price is $1,633
Apr 14 - Apr 15
Total with taxes and fees
Capmar House by Brightwild Huge Home 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
$616 nightly
The price is $693
Apr 19 - Apr 20
Total with taxes and fees
Grand Marina Suite by Brightwild Waterfront

The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
2.0 star property
Raccoon Key
$2,605 nightly
The price is $2,930
May 10 - May 11
Total with taxes and fees
The Fairhaven House at Solaire Lunara Bay

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
$626 nightly
The price is $704
Apr 14 - Apr 15
Total with taxes and fees
Starlight Serenity - Hideaway w Stunning Views

Waterlane House by Brightwild Pool Boat Dock

Waterlane House by Brightwild Pool Boat Dock
2.0 star property
Raccoon Key
$1,669 nightly
The price is $1,878
Apr 16 - Apr 17
Total with taxes and fees
Waterlane House by Brightwild Pool Boat Dock

Floralee House in Key West

Floralee House in Key West
2.0 star property
Raccoon Key
$2,153 nightly
The price is $2,423
Apr 13 - Apr 14
Total with taxes and fees
Floralee House in Key West

Brand New Catchlight House With Private Pool

Brand New Catchlight House With Private Pool
2.5 star property
Raccoon Key
$1,931 nightly
The price is $2,172
May 11 - May 12
Total with taxes and fees
Brand New Catchlight House With Private Pool

New Waterfront Home - Sunray House

New Waterfront Home - Sunray House
2.0 star property
Raccoon Key
$2,138 nightly
The price is $2,405
Apr 13 - Apr 14
Total with taxes and fees
New Waterfront Home - Sunray House

Brand New Build Larkshine House - Pool

Brand New Build Larkshine House - Pool
2.0 star property
Raccoon Key
$1,869 nightly
The price is $2,103
Apr 13 - Apr 14
Total with taxes and fees
Brand New Build Larkshine House - Pool

Springtide House by Brightwild Waterfront Pool

Springtide House by Brightwild Waterfront Pool
2.0 star property
Raccoon Key
$1,669 nightly
The price is $1,878
Apr 14 - Apr 15
Total with taxes and fees
Springtide House by Brightwild Waterfront Pool

Aquaria House by Brightwild Pool Boat Dock

Aquaria House by Brightwild Pool Boat Dock
2.0 star property
Raccoon Key
$1,669 nightly
The price is $1,878
Apr 13 - Apr 14
Total with taxes and fees
Aquaria House by Brightwild Pool Boat Dock

New Crestwood House by Brightwild Huge Pool

New Crestwood House by Brightwild Huge Pool
2.0 star property
Raccoon Key
$1,663 nightly
The price is $1,871
Apr 13 - Apr 14
Total with taxes and fees
New Crestwood House by Brightwild Huge Pool
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rockland Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rockland Key vacation 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 low season months. For more hustle and bustle, you may prefer to visit Rockland Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $262 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rockland Key rentals

At Expedia, we put the best Rockland Key vacation 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 vacation.

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.