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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sep - 6 Sep
In four months
2 Oct - 4 Oct

Our top choices for Islamorada vacation homes

Shower, hair dryer, towels, soap

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 AED 512
AED 1,474 total
includes taxes & fees
16 Jun - 17 Jun
Charming Home in Key Largo
2 bedrooms, iron/ironing board, WiFi, bed sheets

Little Peace of Haven

Little Peace of Haven
Key Largo
The price is AED 529
AED 1,354 total
includes taxes & fees
13 Jun - 14 Jun
Little Peace of Haven
Terrace/patio

Beautiful bungalow with AC and Hot tub in Tavernier

Beautiful bungalow with AC and Hot tub in Tavernier
florida
The price is AED 374
AED 845 total
includes taxes & fees
10 Jun - 11 Jun
Beautiful bungalow with AC and Hot tub in Tavernier
1 bedroom, iron/ironing board, WiFi, bed sheets

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.
Waterfront Retreat w/ Ocean Access, Key Largo!
Beach nearby, sun loungers, beach towels

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)
"The pool was clean and enjoying "
United States
Aaron G.
The price is AED 1,134
AED 2,573 total
includes taxes & fees
12 Jun - 13 Jun
FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Beach

Kawama G12 Upscale OceansideVilla with Marina 2/2

Kawama G12 Upscale OceansideVilla with Marina 2/2
Key Largo
10.0 out of 10, Exceptional, (9 reviews)
"We had a wonderful stay, well stocked! Our host was not easy to get a hold of, but we would definitely stay again! "
United States
Brooke B.
The price is AED 868
AED 1,874 total
includes taxes & fees
10 Jun - 11 Jun
Kawama G12 Upscale OceansideVilla with Marina 2/2
Interior

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 AED 1,098
AED 2,023 total
includes taxes & fees
16 Jun - 17 Jun
New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools
Beach nearby

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 AED 1,062
AED 2,278 total
includes taxes & fees
10 Jun - 11 Jun
Keys Relaxing Getaway
Dining

Waterfront Cottage - Beach and Dockage! Open Water Views!

Waterfront Cottage - Beach and Dockage! Open Water Views!
Key Largo
9.4 out of 10, Exceptional, (46 reviews)
"This was a very cute resort, with perfect views! We were able to stay with our family and even bring our puppies. We had an absolutely amazing time!!"
United States
Shane F.
Waterfront Cottage - Beach and Dockage! Open Water Views!
Beach nearby

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 AED 1,165
AED 2,354 total
includes taxes & fees
10 Jun - 11 Jun
Key largo Kawama Villa N2
Property grounds

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 AED 1,513
AED 2,771 total
includes taxes & fees
8 Jul - 9 Jul
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
On the beach, sun loungers, beach towels

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.
The price is AED 1,668
AED 3,354 total
includes taxes & fees
14 Jun - 15 Jun
NEW! CASA AZUL OCEANSIDE - GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS
Terrace/patio

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

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 AED 1,037
AED 2,187 total
includes taxes & fees
10 Jun - 11 Jun
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Property grounds

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.
Villa hermosa
A heated pool

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.
The price is AED 1,312
AED 3,468 total
includes taxes & fees
15 Jun - 16 Jun
Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more
Fridge, microwave, oven, stovetop

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 AED 1,834
AED 3,630 total
includes taxes & fees
18 Jun - 19 Jun
New Oceanside Paradise with Pool and Waterfront Views!
Outdoor dining

Oceanside Kawama Villa R5

Oceanside Kawama Villa R5
Key Largo
9.2 out of 10, Wonderful, (181 reviews)
"Great place in Key Largo. Cool bonus a saltwater lagoon with fish to swim and snorkwl with. "
United States
Kenny C.
The price is AED 1,431
AED 2,638 total
includes taxes & fees
1 Jul - 2 Jul
Oceanside Kawama Villa R5
Outdoor pool

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.
Vacay Vibes at Mariners Club • Oceanfront Resort • Pools, Marina, Pickleball
Outdoor pool, a heated pool

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.
FULL TIME LIC MGR - INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Islamorada Hotel Reviews

La Siesta Resort & Villas

La Siesta Resort & Villas

8/10 Good
"The resort was fine for the price point. It was not super clean nor was the staff super helpful like the other sister resorts in the Islamorada Resort Collection."
Nicholas 3-night trip
Posted 2 hours ago
La Siesta Resort & Villas