Updating...

Enter dates for more accurate prices

Long Key Rentals

Filter

Bedrooms

  • Any
  • 1+ Bedrooms
  • 2+ Bedrooms
  • 3+ Bedrooms
  • 4+ Bedrooms
  • 5+ Bedrooms
  • 6+ Bedrooms
  • 7+ Bedrooms
  • 8+ Bedrooms
  • 9+ Bedrooms
  • 10+ Bedrooms
  • 11+ Bedrooms
  • 12+ Bedrooms
  • 13+ Bedrooms
  • 14+ Bedrooms
  • 15+ Bedrooms

Price range

Per night

$10 - $500

Long Key Rentals

490 Houses

Oceanfront duplex with spectacular views, beach, and dock

Long Key house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$300

1 / 27

Bay Harbour D114

Long Key house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$321

1 / 26

Oceanfront duplex with beautiful beach and dock for boat access! Dogs OK!

Long Key house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$300

1 / 37

Long Key, Fl Keys

Long Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$2,987

1 / 11

Dog-friendly, oceanfront duplex with private beach access & dock!

Layton house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$600

1 / 38

Bay Harbour A-304- 7 night minimum

Long Key house

3 bedrooms / 3 bathrooms / sleeps 6

“Perfect” Stayed here for over a week to go fishing with the family. I would say its the perfect place to stay if you want to fish the keys. We rented a boat at Bud and Mary's and it was delivered right to the units slip. Bait and fuel is available

Price per night from

$321

1 / 47

Oceanfront 2BR w/ Private Beach – Close to Top-Rated Scuba & Snorkeling

Long Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$175

1 / 24

48 West Plaza Del Lago

Long Key house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$169

1 / 27

Oceanside 3BR Condo w/ Heated Pool, Spa, Tennis, Boat Slips & Rooftop Balcony

Layton apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$473

1 / 24

91 West Plaza del Lago

Long Key house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$188

1 / 26

135 Gulfview Drive

Long Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$112

1 / 10

NEW! Scenic 3BR Islamorada House w/Canal Views!

Long Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 55 minutes

Price per night from

Inquire for Rates

1 / 24

Relaxing waterfront retreat with boat dock, beach, and amazing ocean views!

Layton house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$235

1 / 33

220 Costa Bravo Drive

Layton house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$188

1 / 19

Florida Keys Oceanfront Paradise

Long Key apartment

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$167

1 / 17

Welcome to Paradise

Long Key townhouse

2 bedrooms / 3 bathrooms / sleeps 5

Price per night from

$179

1 / 24

108 W. Plaza Del Sol

Long Key house

3 bedrooms / 1 bathroom / sleeps 4

Price per night from

$150

1 / 22

Responds fast! avg. 1 hour 45 minutes

Price per night from

$81

1 / 38

132 Atlantic Lane

Layton house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$150

1 / 13

Alligator Reef - Pelican Home

Long Key house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$630

1 / 28

Great rentals within 20 miles that match your search

Newly refinished condo open water views very nice

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 19 minutes

Price per night from

$200

1 / 16

Luxurious 3bd/3bth Villa - Your Keys Escape

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 8

“Marathon and Blue Heaven = Perfect Vacation!” We recently spent a week at Blue Heaven and cannot say enough good things about our experience. We were with two other couples and the floor plan worked out just great! The villa is practically brand new

Responds fast! avg. 3 hours 46 minutes

Price per night from

$299

1 / 30

Islamorada Waterfront Paradise Getaway!

Islamorada house

1 bedroom / 1 bathroom / sleeps 2

“AMAZING!!!!!!!” Ewa and Peter were incredible hosts at this beautiful property. We felt right at home immediately and had so many activities to do plus Ewa and Peter had loads of great tips when we asked. The studio was so well stocked with all the

Responds fast! avg. 3 hours 18 minutes

Price per night from

$224

1 / 28

Sandy Beach, Direct Ocean, Pool, Dock & Lagoon

Marathon house

5 bedrooms / 4 bathrooms / sleeps 14

“Great place for large family and kids” We had 7 adults and 2 young kids at the property and were very impressed. The house, cottage, and downstairs bedroom provide a nice separation for different groups/couples. The interior of the house is in great s

Price per night from

$1,290

1 / 34

East Sister Rock Island

Marathon Shores house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$1,494

1 / 17

"Irish Ayes" Elegant Waterfront Home with Pool

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 40 minutes

Price per night from

$697

1 / 17

Pirates Playground - Waterfront Villa on Duck Key!

Marathon villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 19 minutes

Price per night from

$179

1 / 33

LUXURY KEYS HOME IN PARADISE-106 ANGLERS REEF

Islamorada villa

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$278

1 / 25

P67 Brand new construction 3 bdm duplex!

Key Colony Beach house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$220

1 / 31

100' Private Beach Front Ocean Front Estate

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 18 minutes

Price per night from

$826

1 / 43

Tropical Keys Home - Gulf View, 40' Dock, Kayak

Marathon house

2 bedrooms / 2 bathrooms / sleeps 6

“Great Location” The house is wonderful, clean and airy with everything for a comfortable vacation. The area was nice and quiet and everyone we met was friendly. Joe was great to deal with, he was helpful and answered any queries we had promptly . We

Price per night from

$164

1 / 19

Luxury 3 BR condo, boatslip, easy accces to ocean

Islamorada condo

3 bedrooms / 6 bathrooms / sleeps 8

Responds fast! avg. 3 hours 49 minutes

Price per night from

$248

1 / 20

DEC & APRIL DEAL MONTH MINIMUM ENJOY! 9545791140

Islamorada apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$132

1 / 30

Royal Palm House

Marathon house

2 bedrooms / 2 bathrooms / sleeps 6

“Beautiful Home in Marathon” We truly loved this place, the home was clean, spacious and very comfortable! My husband still claims to this day that was the best sleep he has had in years and that's a big compliment coming from him! We loved having wate

Price per night from

$171

1 / 20

Manatee Bay

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 26 minutes

Price per night from

$227

1 / 20

Ocean View Condo on Sandy Beach in the mid FL Keys

Marathon apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$171

1 / 19

Florida Keys Sailing on Conch Key. Bayfront 2 BR cottage with 23 foot Sailboat

Conch Key cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$284

1 / 19

3 bedrooms at Ocean Harbour Apartment, Islamorada, Florida Keys.

Islamorada apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$235

1 / 41
Viewing 38 of 490
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more