Long Key Rentals

Updating...

age 0-16
45 Results

Relevance

Price: low to high

Price: high to low

Reviews

45 Houses

Luxury beachfront home with pool in Islamorada

Layton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 30 minutes

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$589

Great rentals within 20 miles that match your search

3Bd/2Ba POOL on Canal, Dock, Kayaks, Bikes, Fishing Poles, Sombrero Beach 2.3mi

Marathon Shores apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$574

Reel Paradise Islamorada

Lower Matecumbe Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$213

2 BDR ISLAMORADA HOME in WATERFRONT - FREE DOCK!!

Islamorada studio

  • Studio
  • 2 bathrooms
  • sleeps 2

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$285

WATERFRONT TOWNHOME IN ISLAMORADA K1

Islamorada apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$184

EXECUTIVE BAY ISLAMORADA BY SoFLA VACATIONS

Islamorada townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$285

ISLAMORADA 3bd in WATERFRONT COMMUNITY w BEACH!!

Islamorada apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$363

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$601

Islamorada Townhome w/Beach View, Pool, Marina,Tennis! Perfect Family Getaway!!

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$203

Gorgeous Florida Keys Vacation Home with Beach Access in Islamorada!

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$601

Townhome in Beachfront Community: Perfect for Florida Keys Vacation!

Islamorada townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$659

Perfect Family Getaway! Waterfront Vacation Home in Islamorada, Florida Keys!

Islamorada townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$659

Islamorada Waterfront Townhome w Priv. Beach! Comfortable Family Vacation Rental

Islamorada townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$601

Vacation in Tropical Paradise with the Family! Waterfront Townhome in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$601

Gorgeous Vacation Home with Beach Access!

Islamorada townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$601

Remodeled Townhome in Waterfront Community - 20% for Spring/Summer!

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$601

Expertly Decorated-Marlin Bay Resort & Marina

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$578

Home w/Gourmet Kitchen- Marlin Bay Resort & Marina

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$638

Terrace & Roof Top Deck-Marlin Bay Resort & Marina

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$578

Couples Getaway, Suites-Marlin Bay Resort & Marina

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$578

Roof Top Water Views - Marlin Bay Resort & Marina

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$638

Family Friendly w/Pool- Marlin Bay Resort & Marina

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$578

Attn:Couples, 3 Kings - Marlin Bay Resort & Marina

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$578

Boaters’ Paradise - Marlin Bay Resort & Marina

Marathon house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$1,847

Gated w/Bayside Marina- Marlin Bay Resort & Marina

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$638

Clean & Pristine Home - Marina Bay Resort & Marina

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$638

Hidden Gem Sunset Views-Marlin Bay Resort & Marina

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$1,368

Boutique Resort w/Pool- Marlin Bay Resort & Marina

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$638

4 Bd w/Pool, Bayside - Marlin Bay Resort & Marina

Marathon house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$1,847

Waterfront luxury Villa (34) with sunset views and boat slip

Marathon villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 30 minutes

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$300

Waterfront luxury Villa (42) with sunset views and boat slip

Marathon villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 30 minutes

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$300

NEW LISTING! Waterfront Villa (35) w/ boat slip

Marathon condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 30 minutes

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$300

Waterfront luxury Villa (29) with sunset views and boat slip

Marathon villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“WONDERFUL!!!!!!!” Everything at this unit was excellent! Clean upscale unit! We are going to rent next year and planning it already. Peaceful, beautiful & clean! We couldn't have asked for anything better! Unfortunately we had to depart 2 days early due to business emergency but we will be back next year!!

Responds fast! avg. 1 hour 30 minutes

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$300

Waterfront Luxury Home with Pool and Boat Dock

Marathon house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 30 minutes

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$422

Waterfront luxury Villa (19) with sunset views and boat slip

Marathon condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 30 minutes

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$300

Waterfront luxury Villa (51) with sunset views and boat slip

Marathon villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Relaxation” My finance and I stayed at the amazing Indigo Reef, unit 51. We choose Indigo Reef, primarily for the location. We love Marathon and desired to be close to all the fantastic restaurants and the lovely Sombrero Beach. We snorkeled for the day at the Sombrero Beach lighthouse (incredible - highly recommended)! Indigo Reef was lovely, quiet, family friendly, clean, and comfortable. The pool was a nice treat, after a long day in the sun. Unit 51 treated us very well. My fiance and I enjoyed the beautiful and very clean unit. The linens were clean and beds were very comfortable. We loved the outside balcony's and back patio view of the bay!! Our favorite space in the house was the outside patio; relaxing and watching the sun set. We captured beautiful photo's of orange/pink tints to the sky. Gorgeous! The unit was spacious enough to accommodate our friends traveling from Pgh, to spend a few nights, enjoying the keys with us! We visited Key West for the day (an hour drive). My communication with John Zito, prior to our stay, was simply fantastic. Thank you for allowing us to share this lovely place with our friends. Angela and Alex

Responds fast! avg. 1 hour 30 minutes

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$300

Waterfront luxury Villa (60) with sunset views and boat slip

Marathon villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 30 minutes

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$300

Waterfront luxury Villa (21) with sunset views and boat slip

Marathon condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 30 minutes

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$300

Viewing 38 of 45
rentals in Long Key

×

Also consider