Rockland Key Vacation Rentals

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Our top choices for Rockland Key vacation rentals

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is P12,124
P23,499 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Aqua Lodges at Hurricane Hole Marina

The Bartlum Luxury Studio In Prime Location

The Bartlum Luxury Studio In Prime Location
2.0 star property
Key West Historic District
The price is P40,441
P56,222 total
includes taxes & fees
Jan 20 - Jan 21, 2026
The Bartlum Luxury Studio In Prime Location

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
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. "
United States
Preetam
The price is P33,089
P60,387 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Atlantic View Luxury Villa with Pool

Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo
3.0 star property
Key West
The price is P58,183
P77,220 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Coconut Mallory Marina and Resort Condo

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
The price is P67,589
P99,567 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Contra House Key West

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
The price is P35,068
P44,456 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Ocean Front One Bedroom Residence

Mesa House Uno by Brightwild Perfect Location

Mesa House Uno by Brightwild Perfect Location
2.0 star property
Key West Historic District
Mesa House Uno by Brightwild Perfect Location

The Grenada Suite Pool View Private Balcony

The Grenada Suite Pool View Private Balcony
2.0 star property
Key West
10.0 out of 10, Exceptional, (1)
The Grenada Suite Pool View Private Balcony

New Coastal Rose - Bright Loft With High Ceilings

New Coastal Rose - Bright Loft With High Ceilings
2.0 star property
Key West Historic District
The price is P41,337
P64,379 total
includes taxes & fees
Jan 11 - Jan 12, 2026
New Coastal Rose - Bright Loft With High Ceilings

Cloud Suite on Duval Luxury Condo Epic Location

Cloud Suite on Duval Luxury Condo Epic Location
2.0 star property
Old Town Key West
The price is P45,747
P71,128 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Cloud Suite on Duval Luxury Condo Epic Location

Duval Dream Loft by Brightwild Right on Duval

Duval Dream Loft by Brightwild Right on Duval
2.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (1)
The price is P66,139
P94,069 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Duval Dream Loft by Brightwild Right on Duval

Poolside Suite by Brightwild Pvt Pool Parking

Poolside Suite by Brightwild Pvt Pool Parking
2.0 star property
Old Town Key West
Poolside Suite by Brightwild Pvt Pool Parking

Poolside Paradise by Brightwild Heated Pool

Poolside Paradise by Brightwild Heated Pool
2.0 star property
Old Town Key West
The price is P92,044
P130,362 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Poolside Paradise by Brightwild Heated Pool

The Barbados Balcony Pool View

The Barbados Balcony Pool View
2.0 star property
Key West
The Barbados Balcony Pool View

Banana Split by Brightwild Pool Grill

Banana Split by Brightwild Pool Grill
2.0 star property
Key West Historic District
The price is P22,864
P37,515 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Banana Split by Brightwild Pool Grill

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is P22,253
P44,697 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Starlight Serenity - Hideaway w Stunning Views

New Rose Retreat - Pool Parking

New Rose Retreat - Pool Parking
2.0 star property
Key West Historic District
New Rose Retreat - Pool Parking

Sea Breeze by Brightwild Off-street Parking

Sea Breeze by Brightwild Off-street Parking
2.0 star property
Old Town Key West
The price is P28,385
P50,880 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Sea Breeze by Brightwild Off-street Parking

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)
"Nice place "
United States
Pawel
The price is P54,956
P76,119 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Grand Marina Suite by Brightwild Waterfront

Sky Loft by Brightwild Penthouse in Prime Spot

Sky Loft by Brightwild Penthouse in Prime Spot
2.0 star property
Old Town Key West
The price is P46,504
P63,042 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Sky Loft by Brightwild Penthouse in Prime Spot
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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