Search Vacation Homes in Islamorada

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Islamorada holiday homes

Charming Home in Key Largo

Charming Home in Key Largo
Key Largo
9.8 out of 10, Exceptional, (37 reviews)
"The condo is extremely clean and has everything you need for your stay. "
United States
hillary w.
The price is HK$1,128
HK$3,208 total
includes taxes & fees
8 Jun - 9 Jun
Charming Home in Key Largo

Little Peace of Haven

Little Peace of Haven
Key Largo
The price is HK$1,128
HK$2,912 total
includes taxes & fees
8 Jun - 9 Jun
Little Peace of Haven

Beautiful bungalow with AC and Hot tub in Tavernier

Beautiful bungalow with AC and Hot tub in Tavernier
florida
The price is HK$797
HK$1,818 total
includes taxes & fees
7 Jun - 8 Jun
Beautiful bungalow with AC and Hot tub in Tavernier

Waterfront Retreat w/ Ocean Access, Key Largo!

Waterfront Retreat w/ Ocean Access, Key Largo!
Key Largo
10.0 out of 10, Exceptional, (16 reviews)
"A very clean and accommodating place. Will stay again."
United States
James G.
The price is HK$1,308
HK$2,923 total
includes taxes & fees
18 Jun - 19 Jun
Waterfront Retreat w/ Ocean Access, Key Largo!

FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Key Largo
9.4 out of 10, Exceptional, (66 reviews)
"Nice location with 5 min walk to ocean view. "
United States
Trevor P.
The price is HK$2,420
HK$5,490 total
includes taxes & fees
12 Jun - 13 Jun
FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

Beautiful Kawama Townhouse

Beautiful Kawama Townhouse
Key Largo
9.8 out of 10, Exceptional, (148 reviews)
"The host, house and amenities were perfect. all praises.."
United States
Pete S.
The price is HK$2,453
HK$5,103 total
includes taxes & fees
8 Jun - 9 Jun
Beautiful Kawama Townhouse

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
Key Largo
10.0 out of 10, Exceptional, (55 reviews)
"Great amenities. Immaculate apartment. Kids loved the lagoon. Super responsive host. Note - beds are memory foam. "
United States
Joshua K.
The price is HK$2,750
HK$5,436 total
includes taxes & fees
8 Jun - 9 Jun
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

Keys Cottage with Beach and Dockage! Bayfront Property!

Keys Cottage with Beach and Dockage! Bayfront Property!
Key Largo
9.4 out of 10, Exceptional, (36 reviews)
"We had such a wonderful time here! The house was perfect and the grounds were beautiful! We will definitely come again! "
United States
Julia W.
The price is HK$2,350
HK$4,604 total
includes taxes & fees
17 Jun - 18 Jun
Keys Cottage with Beach and Dockage! Bayfront Property!

New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools

New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools
Key Largo
9.4 out of 10, Exceptional, (20 reviews)
"Great location "
United States
jenny p.
The price is HK$2,138
HK$4,054 total
includes taxes & fees
10 Jun - 11 Jun
New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools

Key largo Kawama Villa N2

Key largo Kawama Villa N2
Key Largo
9.6 out of 10, Exceptional, (134 reviews)
"The condo was perfectly appointed with everything we would want or need, including some snorkel masks, beach towels, bikes. Really a wonderful stay. Thanks."
United States
Wendy R.
The price is HK$2,830
HK$5,439 total
includes taxes & fees
10 Jun - 11 Jun
Key largo Kawama Villa N2

NEW! CASA AZUL OCEANSIDE - GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS

NEW! CASA AZUL OCEANSIDE - GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS
Key Largo
9.8 out of 10, Exceptional, (200 reviews)
"The place is beautiful love having the golf cart also."
United States
Tina W.
NEW! CASA AZUL OCEANSIDE - GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Key Largo
9.6 out of 10, Exceptional, (137 reviews)
"Had fun villa was in good condition."
United States
Michelle S.
The price is HK$3,349
HK$6,139 total
includes taxes & fees
27 Jun - 28 Jun
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more

Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more
Rock Harbor
10.0 out of 10, Exceptional, (13 reviews)
"Incredible place to stay !! Hosts were great and it was just as described !! "
United States
Bruce N.
Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more

Refined. Safe. Clean. Waterfront. Golf cart , courtesy to our guests

Refined. Safe. Clean. Waterfront. Golf cart , courtesy to our guests
Key Largo
9.8 out of 10, Exceptional, (120 reviews)
"Great stay "
United States
Gary N.
The price is HK$3,049
HK$5,356 total
includes taxes & fees
21 Jun - 22 Jun
Refined. Safe. Clean. Waterfront. Golf cart , courtesy to our guests

Villa hermosa

Villa hermosa
Key Largo
10.0 out of 10, Exceptional, (4 reviews)
"The house was well equipped, especially the kitchen, and very comfortable. The pool and outdoor area were lovely! "
United States
Dawn P.
The price is HK$3,370
HK$7,188 total
includes taxes & fees
29 Jun - 30 Jun
Villa hermosa

New Oceanside Paradise with Pool and Waterfront Views!

New Oceanside Paradise with Pool and Waterfront Views!
Key Largo
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great "
United States
Ravone L.
The price is HK$4,352
HK$8,194 total
includes taxes & fees
18 Jun - 19 Jun
New Oceanside Paradise with Pool and Waterfront Views!

FULL TIME LIC MGR - INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!

FULL TIME LIC MGR - INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!
Rock Harbor
9.6 out of 10, Exceptional, (53 reviews)
"Fernando was a wonderful host and the property was perfect! So much space, great amenities and awesome location! Our whole family had a wonderful time and we hope to return soon. Thank you Fernando!"
United States
Renee F.
The price is HK$3,350
HK$7,418 total
includes taxes & fees
7 Jun - 8 Jun
FULL TIME LIC MGR - INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!

Keys Relaxing Getaway

Keys Relaxing Getaway
Key Largo
10.0 out of 10, Exceptional, (63 reviews)
"Lovely location and nice kitchen."
United States
Susan S.
The price is HK$3,354
HK$6,219 total
includes taxes & fees
5 Jul - 6 Jul
Keys Relaxing Getaway

Vacay Vibes at Mariners Club • Oceanfront Resort • Pools, Marina, Pickleball

Vacay Vibes at Mariners Club • Oceanfront Resort • Pools, Marina, Pickleball
Rock Harbor
10.0 out of 10, Exceptional, (17 reviews)
"Communication was great and the amenities were excellent."
United States
Christine B.
The price is HK$5,115
HK$10,672 total
includes taxes & fees
30 Jun - 1 Jul
Vacay Vibes at Mariners Club • Oceanfront Resort • Pools, Marina, Pickleball

Oceanside Retreat w/Rooftop, Pool & Kayaks

Oceanside Retreat w/Rooftop, Pool & Kayaks
Key Largo
The price is HK$4,936
HK$8,879 total
includes taxes & fees
16 Jun - 17 Jun
Oceanside Retreat w/Rooftop, Pool & Kayaks
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Islamorada Hotel Reviews

Find out more about Islamorada

Islamorada Vacation Homes information

Number of reviews
1,121
Accommodation
668 Vacation Homes
Lowest Price
HK$1,818
Highest Price
HK$10,672

Explore a world of travel with Expedia