Updating...

Enter dates for more accurate prices

Islamorada Rentals with Hot Tubs

Filter

Islamorada Rentals with Hot Tubs

128 vacation rentals

Islamorada Luxury Waterfront Condo with Boat Slip

Islamorada apartment

2 bedrooms / 3 bathrooms / sleeps 6

1 / 21

Luxury condo overlooking harbor with ocean view

Islamorada condo

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 7 minutes

1 / 20

BEACON REEF 310

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

1 / 21

BEACON REEF 222

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

1 / 25

SPACIOUS 2 BEDROOM TROPICAL OASIS WITH FLORIDA BAY SUNSET VIEWS!

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 57 minutes

1 / 40

THE PERFECT GETAWAY

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 10

1 / 14

PALMS 214

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

1 / 24

PALMS 309

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 5

1 / 25

Fabulous 6/4 Tropical Waterfront Pool Home!

Islamorada house

3 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 17 minutes

1 / 27

100 Palo De Oro Drive

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 8

1 / 65

PALMS 417

Islamorada apartment

1 bedroom / 2 bathrooms / sleeps 4

1 / 25

BEACON REEF 501

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

1 / 25

Luxury 3 BR condo, boatslip, easy accces to ocean

Islamorada condo

3 bedrooms / 6 bathrooms / sleeps 8

Responds fast! avg. 3 hours 37 minutes

1 / 20

PALMS 402

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

1 / 25

PALMS 314

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 5

1 / 25

Incredible Luxury Home with Waterfront!! Paradise

Islamorada house

5 bedrooms / 6 bathrooms / sleeps 12

1 / 17

82754 Overseas Highway

Islamorada house

5 bedrooms / 3 bathrooms / sleeps 10

1 / 29

PALMS 301

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 / 24

Dog-friendly, waterfront home w/ a private pool, hot tub, & private beach

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 56 minutes

1 / 28

PALMS 407

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

1 / 25

San Roc - Private 150 Ft Oceanfront 2.5 Acre Millionaire Row Estate, Pool, Spa,

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 36 minutes

1 / 20

BEAUTIFUL BAY HARBOUR CONDO W/ BOAT DOCK! OFFSEASON RATES FOR OCT AND NOV!

Islamorada condo

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 41 minutes

1 / 14

Paradise Beach Sandy Oceanfront

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 36 minutes

1 / 31

Elegant Bay Harbour Condo with 50 Foot Boat Slip

Islamorada apartment

3 bedrooms / 3 bathrooms / sleeps 6

1 / 21

THE PALMS 405 - 93

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 / 25

Oceanfront Islamorada Condo with Huge T-Dock

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 4

1 / 24

AZALEA WARTERFRONT

Islamorada house

3 bedrooms / 2 bathrooms / sleeps 6

1 / 29

Islamorada cottage on deep water canal

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 6

1 / 15

SANCTUARY IN PARADISE

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 10

1 / 21

*Oct/Nov Promo * Luxurious Ocean View Condo w/Heated Pool & Jacuzzi

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

1 / 25

Paradise Found - Sandy Beach, Beachside Bar, Great Views, And Dock

Islamorada villa

3 bedrooms / 3 bathrooms / sleeps 6

1 / 19

Oceanfront 2/2 Condo in Beacon Reef - Free boat dock

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 4

1 / 4

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

Islamorada apartment

3 bedrooms / 2 bathrooms / sleeps 6

1 / 41

The PERFECT Escape with pool & jacuzzi

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 8

1 / 22
Viewing 38 of 128
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more