A pier with a boat rental sign, a colorful building, and a calm sea.

Long Key Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Long Key vacation homes

A dining area with a round glass table, white chairs, and a chandelier. There is a sofa and a window with blinds in the background.

1. Waterfront Retreat

Waterfront Retreat
Duck Key
10.0 out of 10, Exceptional, (38 reviews)
"Really enjoyed our stay at Casa Wahoo! Very clean! Beautiful community."
United States
Joseph C.
The price is CA $454
CA $938 total
includes taxes & fees
Oct 24 - Oct 25
Waterfront Retreat
A covered outdoor area with a ceiling fan, a view of the sea, and a distant building.

2. Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (55 reviews)
"Great location. Pretty views of Bay. Comfortable rooms. Enjoyed our brief stay for July 4th."
United States
Jorge D.
The price is CA $256
CA $729 total
includes taxes & fees
Oct 14 - Oct 15
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
A living room with a sofa, two armchairs, a coffee table, and a ceiling fan. There is a large window with a view of the beach and a patio area with outdoor furniture.

3. Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.0 out of 10, Wonderful, (16 reviews)
"Everything was perfect. Great place to stay"
United States
Kirk r.
The price is CA $270
CA $747 total
includes taxes & fees
Oct 14 - Oct 15
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
A covered outdoor area with a table set for dining, overlooking a body of water and buildings.

4. Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!

Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!
Marathon
9.2 out of 10, Wonderful, (5 reviews)
"Place was perfect. Property manager was amazing and always answered questions within minutes. Definitely would stay again"
United States
lori p.
The price is CA $386
CA $1,340 total
includes taxes & fees
Oct 19 - Oct 20
Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!
A spacious living area with a sliding glass door leading to a deck, a sofa, a coffee table, and a kitchen area with wooden cabinets and appliances.

5. Charming 3-bedroom house featuring a heated private pool.

Charming 3-bedroom house featuring a heated private pool.
Duck Key
10.0 out of 10, Exceptional, (45 reviews)
"We had a great stay!!"
United States
lissa h.
The price is CA $513
CA $1,102 total
includes taxes & fees
Oct 14 - Oct 15
Charming 3-bedroom house featuring a heated private pool.
A bedroom with a large bed, a balcony with a view, and a ceiling fan.

6. Villa 7079 on Duck Key - Boat Slip Available

Villa 7079 on Duck Key - Boat Slip Available
Marathon
The price is CA $379
CA $1,107 total
includes taxes & fees
Oct 14 - Oct 15
Villa 7079 on Duck Key - Boat Slip Available
An outdoor dining area with tables and chairs, overlooking a body of water.

7. Oceanfront Tiny Villa in the Heart of the FL Keys

Oceanfront Tiny Villa in the Heart of the FL Keys
Marathon
9.8 out of 10, Exceptional, (17 reviews)
"Great stay!"
United States
Nick E.
The price is CA $353
CA $809 total
includes taxes & fees
Nov 8 - Nov 9
Oceanfront Tiny Villa in the Heart of the FL Keys
A two-story building with a pool, a boat dock, and a table set for dining.

8. Waterfront / Ocean Access Canal / Kamp Key / Homes

Waterfront / Ocean Access Canal / Kamp Key / Homes
Matecumbe
8.8 out of 10, Excellent, (5 reviews)
"Excellent house. Very clean. We had a little trouble with the check in code and we were immediately contacted and the code was changed and we were in within minutes. The maintenance guy stopped by to make sure we got in and everything was good. EXCELLENT Customer Service!!!!!House was very well stocked with pots and pans and misc things needed for a week stay! Right on a nice little canal with plenty of room for our boat."
United States
Mike H.
The price is CA $570
CA $1,384 total
includes taxes & fees
Oct 26 - Oct 27
Waterfront / Ocean Access Canal / Kamp Key / Homes
A balcony with a view of the sea, a dining area with chairs and a table, and a ceiling fan.

9. Beach Residence Private Overwater Dock Heated Pool Mahi Key

Beach Residence Private Overwater Dock Heated Pool Mahi Key
2.0 star property
Matecumbe
Beach Residence Private Overwater Dock Heated Pool Mahi Key
A covered outdoor dining area with a view of a turquoise pool and palm trees.

10. Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
Marathon
10.0 out of 10, Exceptional, (166 reviews)
"Kitchen was well-equipped. Views were spectacular and the peaceful setting was everything we needed and hoped for! Would definitely consider this place for a future stay. My kids' favorite feature was the nearby Cabana Club!"
United States
Ryan K.
The price is CA $545
CA $1,540 total
includes taxes & fees
Oct 21 - Oct 22
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
A modern kitchen with a large island, pendant lights, and a view to the outside.

11. Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available

Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available
Duck Key
10.0 out of 10, Exceptional, (1 review)
"Very relaxing, we were in the keys for my 65th it could not have been better.Thank you again!"
United States
Anonymous traveller
The price is CA $581
CA $1,415 total
includes taxes & fees
Oct 14 - Oct 15
Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available
A resort with a pool, lounge chairs, and a view of the ocean.

12. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.2 out of 10, Wonderful, (147 reviews)
"It is an excellent place."
United States
Arianna
The price is CA $255
CA $327 total
includes taxes & fees
Oct 29 - Oct 30
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
A coastal residential area with houses featuring grey roofs and surrounded by lush greenery.

13. 4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request
Duck Key
9.8 out of 10, Exceptional, (13 reviews)
"House was awesome, great shape, comfortable beds, clean. Great location, it was central to all the keys. Would definitely stay again "
United States
gabe h.
The price is CA $703
CA $1,569 total
includes taxes & fees
Oct 15 - Oct 16
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request
A pool area with lounge chairs and a view of the ocean.

14. 🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
Marathon
9.2 out of 10, Wonderful, (66 reviews)
"Location is fantastic. House needs some work on the bathrooms but overall we had a wonderful time! Would book again."
United States
Becky F.
The price is CA $606
CA $1,645 total
includes taxes & fees
Nov 7 - Nov 8
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
A balcony with a view of the ocean, furnished with a table and chairs, and palm trees.

15. Private Beach / Private overwater dock / Heated Pool / Mahi Key

Private Beach / Private overwater dock / Heated Pool / Mahi Key
Matecumbe
10.0 out of 10, Exceptional, (4 reviews)
"Our stay here was very nice. Everything was clean and comfortable. The pool was enjoyable the one time we used it. Sitting on the deck gazing out to sea was exactly what I needed. Spotting a crocodile swim by was exciting!"
United States
Anonymous traveller
Private Beach / Private overwater dock / Heated Pool / Mahi Key
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

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

10/10 Excellent
"Only one suggestion, the hours for the Burger Palace need to extend at least to 6:00 pm"
George 1-night trip
Posted 5 hours ago
Isla Bella Beach Resort & Spa

Find out more about Long Key

Long Key Vacation Homes information

Number of reviews
352
Accommodation
1585 Vacation Homes
Lowest Price
CA $327
Highest Price
CA $1,645

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