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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Browse Select Long Key Villas

Our top choices for Long Key villas

The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is CA $763
CA $935 total
includes taxes & fees
Aug 22 - Aug 23
The Islands of Islamorada
iykyk WTF! ELEVATOR~TIKI BAR~BOAT SLIP on site! MOON DECK/POOL~GULF FRONT BABY!!
Terrace/patio

iykyk WTF! ELEVATOR~TIKI BAR~BOAT SLIP on site! MOON DECK/POOL~GULF FRONT BABY!!

10.0 out of 10, Exceptional, (142)
"Nice place, can walk to restaurants.loved the top floor patio."
iykyk WTF! ELEVATOR~TIKI BAR~BOAT SLIP on site! MOON DECK/POOL~GULF FRONT BABY!!
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage
Outdoor dining

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage

9.8 out of 10, Exceptional, (158)
"We stayed for 4 nights, 2 adults and 2 kids. It was a pleasant stay. "
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL
A heated pool

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL

9.8 out of 10, Exceptional, (169)
"Enjoy the stay in good location "
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
Beach

Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!

9.6 out of 10, Exceptional, (70)
"Perfect place to relax "
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
Villa 5027 on Duck Key BOAT SLIP available
On the beach

Villa 5027 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (54)
"Very clean. "
The price is CA $311
CA $788 total
includes taxes & fees
Aug 24 - Aug 25
Villa 5027 on Duck Key BOAT SLIP available
Charming 3-bedroom villa with WiFi, AC in welcoming Marathon
Exterior

Charming 3-bedroom villa with WiFi, AC in welcoming Marathon

Charming 3-bedroom villa with WiFi, AC in welcoming Marathon
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included
Pool

DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included

10.0 out of 10, Exceptional, (201)
"super nice to be able to have your boat and trailer at the vacation property"
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included
DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.
Outdoor spa tub

DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.

10.0 out of 10, Exceptional, (168)
"We had a great time "
DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.
Refreshed & Elevated Indigo Reef Luxury Villa 15, 3BR, 2 1/2 BA with Boat Slip
Marina

Refreshed & Elevated Indigo Reef Luxury Villa 15, 3BR, 2 1/2 BA with Boat Slip

10.0 out of 10, Exceptional, (9)
"The house was beautiful and the area was quite. Our stay was so relaxing. The boat slip on the property was so convenient. We will definitely be back. "
Refreshed & Elevated Indigo Reef Luxury Villa 15, 3BR, 2 1/2 BA with Boat Slip
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
Beach nearby

Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail

10.0 out of 10, Exceptional, (213)
"Very nice place in a great location."
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer
Fridge, microwave, oven, stovetop

Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer

8.6 out of 10, Excellent, (54)
"This was a great place to stay away from the business but close enough to Marathon to go to dinner or activities. The condo was cozy and had a great sunset view. Will definitely look at this place again if we return to the Keys."
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer
Crystal Waters - 2/2.5 Villa
Smart TV

Crystal Waters - 2/2.5 Villa

10.0 out of 10, Exceptional, (2)
"We had a wonderful expérience in Duck Key.Thank you Ana for your kind hospitality!See you next time !"
Crystal Waters - 2/2.5 Villa
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
Property grounds

Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC

8.6 out of 10, Excellent, (234)
"The property has potential but needs A lot of maintenance and upgrades. Also wasn’t very clean. In addition since they do not participate of hawks cay resort program you can’t enjoy the area. I stayed in this area and other owners are part of the program so you can enjoy the amenities around "
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock
Fridge, microwave, oven, stovetop

203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock

8.6 out of 10, Excellent, (105)
"Great place to stay would definitely go again we had such a good time. "
203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock
Sombrero Beach Villa with Private Pool and Dock
Interior

Sombrero Beach Villa with Private Pool and Dock

10.0 out of 10, Exceptional, (127)
"We loved our stay here. We stayed with our adult children and our 1 1/2 year old grandson and it was a great. We would stay here again. "
Sombrero Beach Villa with Private Pool and Dock
5% Off Any Booking through Jan 31, 2026! Canal Front/Private Pool/Hot Tub/Dock!
Outdoor pool, a heated pool

5% Off Any Booking through Jan 31, 2026! Canal Front/Private Pool/Hot Tub/Dock!

10.0 out of 10, Exceptional, (94)
"We had a great two week stay. We especially enjoyed the private pool area encircled by Palm trees and foliage. "
5% Off Any Booking through Jan 31, 2026! Canal Front/Private Pool/Hot Tub/Dock!
Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc
Sun loungers, beach towels

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

10.0 out of 10, Exceptional, (44)
"Property was amazing. House was extreamly well stocked which made flying a breeze. Beds were super comfortable and clean. Would definitely stay again."
Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Exterior

Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

10.0 out of 10, Exceptional, (13)
"We enjoyed our stay."
The price is CA $429
CA $897 total
includes taxes & fees
Aug 22 - Aug 23
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
DISCOUNT AVAILABLE! 4 BR/3 BA Private Pool/Dock/Canal Front/Neighborhood Beach!
Sun loungers, beach towels

DISCOUNT AVAILABLE! 4 BR/3 BA Private Pool/Dock/Canal Front/Neighborhood Beach!

9.8 out of 10, Exceptional, (70)
"We loved our stay, the pool felt amazing every day! The home was very clean. "
DISCOUNT AVAILABLE! 4 BR/3 BA Private Pool/Dock/Canal Front/Neighborhood Beach!
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 Long Key Hotel Reviews

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"I absolutley LOVE Limetree! My husband and I have been visiting for years and we always look forward to our next stay! The rooms are great, on and off the main property. The pools, beaches are delighful and just what you need to relax and enjoy your time! The location is great for relaxing and close to great places to eat. We love Lazy days!! See you soon Limetree!"
Nicole 1-night trip
Posted 1 day ago
Lime Tree Bay Resort