Search Vacation Homes in Rockland Key

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Vacation Homes in Rockland Key

Outdoor dining
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key
9.6 out of 10, Exceptional, (99)
"The house was very clean. Friendly and quiet location. The hosts were extremely helpful. "
United States
Roy F.
$369 nightly
The price is $410
Nov 24 - Nov 25
Total with taxes and fees
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
A heated pool
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

2.5 star property
Cudjoe Key
9.2 out of 10, Wonderful, (7)
"Close to Key West. Would stay there again!!"
United States
elisa b.
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
Fridge, microwave, oven, stovetop
Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage

Summerland Key
9.8 out of 10, Exceptional, (121)
"We enjoyed our stay! Great little house and location. "
United States
Lisa K.
$489 nightly
The price is $543
Dec 14 - Dec 15
Total with taxes and fees
Kelly's Kabin - Adorable Private Summerland Key Cottage
A heated pool
Island Time #110 Ocean Views - Cudjoe Key

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
Cudjoe Key
9.6 out of 10, Exceptional, (11)
"Our family had an amazing vacation! We love the house and hope to come back!! "
United States
Tammy G.
$555 nightly
The price is $616
Nov 23 - Nov 24
Total with taxes and fees
Island Time #110 Ocean Views - Cudjoe Key
Outdoor pool, a heated pool
NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key
9.8 out of 10, Exceptional, (82)
"The place is clean and convenient for anyone wanting to spend time on the water in the keys"
United States
Ubaldo G.
$504 nightly
The price is $560
Dec 3 - Dec 4
Total with taxes and fees
NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Property grounds
Old Florida Style, wrap around porch, boat basin for dockage, open water

Old Florida Style, wrap around porch, boat basin for dockage, open water

Little Torch Key
9.6 out of 10, Exceptional, (85)
"The secluded dock is a nice feature. The driveway is tricky to exit. "
United States
drywall c.
$714 nightly
The price is $792
Nov 24 - Nov 25
Total with taxes and fees
Old Florida Style, wrap around porch, boat basin for dockage, open water
A heated pool
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

2.0 star property
Cudjoe Key
$527 nightly
The price is $585
Nov 22 - Nov 23
Total with taxes and fees
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Balcony
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Cutthroat Harbor Estates
8.4 out of 10, Very Good, (117)
"Great experience "
United States
Peyton S.
$483 nightly
The price is $536
Nov 22 - Nov 23
Total with taxes and fees
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Exterior detail
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Cudjoe Key
10.0 out of 10, Exceptional, (2)
"Absolutely love it here… Randy is great to work with and always available. "
United States
Jeannine R.
$377 nightly
The price is $418
Nov 30 - Dec 1
Total with taxes and fees
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Outdoor pool
One of the very few beach houses with a daily, rental license in the Keys.

One of the very few beach houses with a daily, rental license in the Keys.

Summerland Key
8.8 out of 10, Excellent, (64)
"My family and I had an incredible stay. We utilized every available component of the home including the dock. Property manager provided us with 2 available free ramps to drop off our jet-skis. We settled on the ramp located on Blimp Road, which was a 10 minute drive and 15-20 minute ride on the skis. We were able to tie off our skis our whole stay with no issues. Home was exactly as disclosed and worked great for our family. Communication was great, with quick respond time. "
United States
Yissel W.
$1,252 nightly
The price is $1,389
Dec 15 - Dec 16
Total with taxes and fees
One of the very few beach houses with a daily, rental license in the Keys.
Outdoor pool, a heated pool
Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key

Cudjoe Key
9.4 out of 10, Exceptional, (19)
"This is our third time staying here. It is a great property and works perfectly for a three-person family."
United States
Kimberly G.
$605 nightly
The price is $673
Dec 1 - Dec 2
Total with taxes and fees
Spanish Queen @Venture Out, Cudjoe Key
A heated pool
Reel Island Retreat #273 at Venture Out in the Florida Keys

Reel Island Retreat #273 at Venture Out in the Florida Keys

Cudjoe Key
9.6 out of 10, Exceptional, (7)
"We really enjoyed our stay here. We really loved sitting on the back porch by the water and the closeness to the community pool and courts. "
United States
Lindsay C.
$555 nightly
The price is $616
Nov 23 - Nov 24
Total with taxes and fees
Reel Island Retreat #273 at Venture Out in the Florida Keys
A heated pool
Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

Cudjoe Key
9.4 out of 10, Exceptional, (27)
"Close to Key West and lots of great boating"
United States
Simon S.
$587 nightly
The price is $652
Nov 24 - Nov 25
Total with taxes and fees
Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock
Pool
Palm - Beach Houses Key West

Palm - Beach Houses Key West

Upper Sugarloaf Key
10.0 out of 10, Exceptional, (14)
"Excellent place to stay if you are seeking a getaway off the beaten path. Well landscaped to give privacy to each bungalow. 2 amazing piers to fish/jet ski from. The pool and grill area is a PERFECT place to cool off and escape the heat with the swim up bar. The staff even gave us coconuts to enjoy fresh from their trees. Each day we saw amazing wildlife and even had key deer visit us. We are considering booking the whole place for a family reunion. Would also make for a great corporate...
United States
Robert K.
$1,498 nightly
The price is $1,645
Nov 26 - Nov 27
Total with taxes and fees
Palm - Beach Houses Key West
Dining
Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly

Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly

Cudjoe Key
10.0 out of 10, Exceptional, (2)
"Beautiful "
United States
Lisa P.
$809 nightly
The price is $903
Nov 30 - Dec 1
Total with taxes and fees
Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly
A heated pool
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

2.0 star property
Cudjoe Key
$607 nightly
The price is $674
Nov 23 - Nov 24
Total with taxes and fees
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
House | 8 bedrooms, Internet
Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House

2.0 star property
Raccoon Key
$2,689 nightly
The price is $3,025
Dec 16 - Dec 17
Total with taxes and fees
Waterfront Luxury Home - Tidelands House
Outdoor dining
Poolside Cottage #412

Poolside Cottage #412

Key West
9.2 out of 10, Wonderful, (27)
"The property and our place was really nice. Would definitely stay again. "
United States
Sarah M.
$275 nightly
The price is $305
Nov 24 - Nov 25
Total with taxes and fees
Poolside Cottage #412
Pool
105 - Newly renovated house Oceanside and Pool

105 - Newly renovated house Oceanside and Pool

Cudjoe Key
$699 nightly
The price is $738
Dec 2 - Dec 3
Total with taxes and fees
105 - Newly renovated house Oceanside and Pool
Outdoor dining
Poolside Cottage #411

Poolside Cottage #411

Key West
9.8 out of 10, Exceptional, (53)
"Clean and as advertised "
United States
John H.
$276 nightly
The price is $306
Dec 4 - Dec 5
Total with taxes and fees
Poolside Cottage #411
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

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"We had a wonderful time and enjoyed your facility tremendously. We will be telling everyone that we know are coming to the Keys to be sure and check you out. Need paper towels coffee bar—needs adequate table for eating and card games for any improvements. "
Donna 2-night trip
Posted 1 day ago
Parrot Key Hotel & Villas

Find out more about Rockland Key

Rockland Key Vacation Homes information

Number of reviews
731
Accommodation
806 Vacation Homes
Lowest Price
$305
Highest Price
$3,025

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