Rockland Key Vacation Rentals

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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28

Vacation Rentals in Rockland Key

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (162)
"The stay was beautiful "
The price is ￥12,221
￥38,469 total
includes taxes & fees
Oct 8 - Oct 9
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Exterior

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 "
The price is ￥36,226
￥44,902 total
includes taxes & fees
Oct 27 - Oct 28
Hyatt Vacation Club at Sunset Harbor, Key West
Steps from Duval, Pool on Site & Bikes Included!
Exterior

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (404)
"this was exactly as advertised and close to all the action"
The price is ￥18,448
￥40,259 total
includes taxes & fees
Oct 12 - Oct 13
Steps from Duval, Pool on Site & Bikes Included!
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Fridge, microwave, oven, stovetop

Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

8.8 out of 10, Excellent, (231)
"Property was cute and in a great location! "
The price is ￥9,438
￥30,803 total
includes taxes & fees
Oct 7 - Oct 8
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
1 bedroom, free WiFi, bed sheets

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (22)
"We had a wonderful stay here with our kids. Can’t beat the location."
The price is ￥14,600
￥48,062 total
includes taxes & fees
Oct 8 - Oct 9
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Heart of Downtown Key West Cottage With Off-Street Parking
Exterior

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (138)
"Great Location, Free Parking, comfortable beds"
Heart of Downtown Key West Cottage With Off-Street Parking
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
Marina

1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

The price is ￥36,868
￥50,251 total
includes taxes & fees
Oct 12 - Oct 13
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
Perfect Location, Private Heated Pool, Pristine Luxury Home!
Outdoor pool, a heated pool

Perfect Location, Private Heated Pool, Pristine Luxury Home!

10.0 out of 10, Exceptional, (191)
"Outstanding place to stay, centrally located!"
The price is ￥132,723
￥270,110 total
includes taxes & fees
Oct 14 - Oct 15
Perfect Location, Private Heated Pool, Pristine Luxury Home!
Old Florida Style, wrap around porch, boat basin for dockage, open water
Property grounds

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

9.6 out of 10, Exceptional, (82)
"The secluded dock is a nice feature. The driveway is tricky to exit. "
Old Florida Style, wrap around porch, boat basin for dockage, open water
Coconut Mallory Resort And Marina By Kees Vacations
Meeting facility

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very Good, (819)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Exterior

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (183)
"Great location; excellent property management "
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Marina

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. "
The price is ￥18,050
￥41,948 total
includes taxes & fees
Oct 7 - Oct 8
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Outdoor pool

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

7.8 out of 10, Good, (22)
"Loved everything about the stay, "
The price is ￥36,868
￥73,293 total
includes taxes & fees
Oct 7 - Oct 8
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Shared Heated Pool!
Beach nearby

GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Shared Heated Pool!

9.6 out of 10, Exceptional, (18)
"Short walk to Duval street, quiet and very clean and comfortable."
The price is ￥22,710
￥47,283 total
includes taxes & fees
Nov 3 - Nov 4
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Shared Heated Pool!
**RIVIERA AMERICANA @ THE BEACH** Ocean Views + LAST KEY SERVICES...
Pool

**RIVIERA AMERICANA @ THE BEACH** Ocean Views + LAST KEY SERVICES...

9.8 out of 10, Exceptional, (106)
"the condo was great roomingnice locationbeautiful, fun, great memories were made"
**RIVIERA AMERICANA @ THE BEACH** Ocean Views + LAST KEY SERVICES...
TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool
Beach nearby

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool

9.6 out of 10, Exceptional, (19)
"Great place will rent again "
The price is ￥11,798
￥33,090 total
includes taxes & fees
Oct 7 - Oct 8
TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool
Living the Dream Key West Style
Marina

Living the Dream Key West Style

9.8 out of 10, Exceptional, (25)
"Great hosts and great accommodations!"
The price is ￥39,684
￥48,628 total
includes taxes & fees
Oct 7 - Oct 8
Living the Dream Key West Style
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!
Exterior detail

Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!

9.6 out of 10, Exceptional, (17)
"Great place to stay! Very clean and steps to Duval Ave."
The price is ￥13,715
￥52,693 total
includes taxes & fees
Oct 9 - Oct 10
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
Beach

RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!

9.6 out of 10, Exceptional, (189)
"Bucket list trip. Great location. Property was just what was expected. Perfect for 2!"
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
Conch Republic Consul General's Cottage.-Historic District
Pool

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (163)
"Great host! Some minor issues but great for the price."
Conch Republic Consul General's Cottage.-Historic District
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

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Perfect place to stay in key west "
Ashley 2-night trip
Posted 1 day ago
La Concha Key West, Autograph Collection

Find out more about Rockland Key

Find out more about Rockland Key

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