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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Featured Villas in Rockland Key

Two Bedroom Two Bath Poolside Villa Steps from Duval!
Exterior

Two Bedroom Two Bath Poolside Villa Steps from Duval!

10.0 out of 10, Exceptional, (44)
"Staff, accommodations and location were excellent. Would definitely stay there again."
The price is NZ$874
includes taxes & fees
5 Oct - 6 Oct
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Terrace/patio

Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere

9.8 out of 10, Exceptional, (160)
"Location cannot be beat. You are in the thick of it. Next to Willie T’s in fact overlooking. Noise was not an issue for us. You can walk the entire area. Close to store, liquor, shops. Great house. Careful of that last step in the stairs-it sneaks up. Pool was just the right size. Communication with Mark was awesome! Fantastic outdoor space. Everything you could need to cook or make cocktails. "
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Secret Villa I @ Old Town with Private Pool, close to Duval!
Exterior

Secret Villa I @ Old Town with Private Pool, close to Duval!

10.0 out of 10, Exceptional, (162)
"As close to perfect as you will find. Pool is fabulous. When we return to Key West we will definitely stay here again."
Secret Villa I @ Old Town with Private Pool, close to Duval!
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Exterior

Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking

9.8 out of 10, Exceptional, (77)
"Nice and clean homes with great space for family."
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Atlantic View Luxury Villa with Pool
Deluxe Villa, Ocean View | Beach/ocean view

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
Atlantic View Luxury Villa with Pool
Secret Villa II @ Old Town: with Private Pool, close to Duval!
Exterior

Secret Villa II @ Old Town: with Private Pool, close to Duval!

10.0 out of 10, Exceptional, (147)
"Loved how it was secluded but yet accessible to everything. "
Secret Villa II @ Old Town: with Private Pool, close to Duval!
Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access
Property grounds

Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access

10.0 out of 10, Exceptional, (32)
"The property was beautiful and spacious. My whole family was comfortable and enjoyed."
Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access
Poolside Studio Villa Steps from Duval!
Exterior

Poolside Studio Villa Steps from Duval!

10.0 out of 10, Exceptional, (20)
"Great place to stay"
The price is NZ$547
includes taxes & fees
12 Oct - 13 Oct
Poolside Studio Villa Steps from Duval!
Luxury Oceanview Pool Eco-friendly Villa Near Key West
Villa, 4 Bedrooms, Private Pool, Ocean View | Pool

Luxury Oceanview Pool Eco-friendly Villa Near Key West

2.0 star property
Luxury Oceanview Pool Eco-friendly Villa Near Key West
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
House (2 Bedrooms) | Interior

Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool

4.0 star property
6.0 out of 10, (2)
"The accommodations were very nice and comfortable. The place was clean and well maintained. TV/cable instructions would have been very helpful. The upstairs hallway smoke detector triggered for no apparent reason and i had to stand on a stool to deactivate it -kind of dangerous."
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
Emerald Seas - Florida Keys Ocean Front Paradise!
Property grounds

Emerald Seas - Florida Keys Ocean Front Paradise!

10.0 out of 10, Exceptional, (18)
"What a great place to stay!!! We enjoyed watching the fish every night right off the dock. Shawn and Cindy were very accommodating when we wanted to extend our stay."
Emerald Seas - Florida Keys Ocean Front Paradise!
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
Outdoor dining

Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!

9.2 out of 10, Wonderful, (31)
"We enjoyed the stay. The place was clean, the check in and out was easy. Great stay!"
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
Outdoor dining

Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool

9.6 out of 10, Exceptional, (13)
"Very comfortable and great location near Marina where we fished."
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
Poolside King Room Steps from Duval!
Exterior

Poolside King Room Steps from Duval!

10.0 out of 10, Exceptional, (1)
"If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!"
The price is NZ$464
includes taxes & fees
2 Oct - 3 Oct
Poolside King Room Steps from Duval!
Loft Villa Steps from Duval!
Exterior

Loft Villa Steps from Duval!

10.0 out of 10, Exceptional, (16)
"Can’t say enough great things about this place. From the hosts to the property itself, top notch!"
The price is NZ$829
includes taxes & fees
15 Oct - 16 Oct
Loft Villa Steps from Duval!
One Bedroom Deck Villa Steps from Duval!
Exterior

One Bedroom Deck Villa Steps from Duval!

10.0 out of 10, Exceptional, (6)
"Beautiful property, clean and comfortable suite, friendly staff, fantastic hospitality, ideal central location! We'll be back!"
The price is NZ$653
includes taxes & fees
5 Oct - 6 Oct
One Bedroom Deck Villa Steps from Duval!
Poolside Queen Room Steps from Duval!
Exterior

Poolside Queen Room Steps from Duval!

10.0 out of 10, Exceptional, (1)
"Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax."
The price is NZ$387
includes taxes & fees
5 Oct - 6 Oct
Poolside Queen Room Steps from Duval!
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Exterior

Two Bedroom Two Bath Balcony Villa Steps from Duval!

10.0 out of 10, Exceptional, (41)
"Inviting, cleanly, and SO hospitable. We were excited to hit town, but KW Villas makes hanging around their beautiful property just as great!! You will not regret this gem!!*wrist electronic key entrance (did not think one time…who has a key)*convenient grab-go bfast*cheap bike rental*daily happy hour *very helpful with any questions "
The price is NZ$816
includes taxes & fees
2 Oct - 3 Oct
Two Bedroom Two Bath Balcony Villa Steps from Duval!
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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"I appreciate the room change after our first night. "
Graydon 3-night trip
Posted 5 hours ago
Southernmost Beach Resort and Guesthouses

Find out more about Rockland Key

Find out more about Rockland Key

Rockland Key Villas information

Number of reviews
700
Accommodation
18 Villas
Lowest Price
NZ$387
Highest Price
NZ$874

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