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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Vacation Homes in Islamorada

Our top choices for Islamorada vacation homes

Private Room Waterfront Access, sleeps 2
Property grounds

Private Room Waterfront Access, sleeps 2

9.2 out of 10, Wonderful, (7)
"Property was secluded with a gated entrance. The grounds were beautiful and the waterfront area was magical. It had a very relaxing atmosphere and we didn't want to leave! Leslie was a fantastic hostess and we look forward to staying again in the future"
$149 nightly
The price is $149
Aug 25 - Aug 26
Total with taxes and fees
Private Room Waterfront Access, sleeps 2
Snappers - King Room w/ Ocean View Wifi
Terrace/patio

Snappers - King Room w/ Ocean View Wifi

$92 nightly
The price is $101
Aug 25 - Aug 26
Total with taxes and fees
Snappers - King Room w/ Ocean View Wifi
Ocean View Treehouse Double King Suite 3403
Pool

Ocean View Treehouse Double King Suite 3403

10.0 out of 10, Exceptional, (1)
"Clean, comfortable and cozy! Just what we hoped for!"
$425 nightly
The price is $461
Aug 25 - Aug 26
Total with taxes and fees
Ocean View Treehouse Double King Suite 3403
Charming Home in Key Largo
Fridge, microwave, oven, stovetop

Charming Home in Key Largo

9.8 out of 10, Exceptional, (25)
"loved it!!"
$399 nightly
The price is $443
Aug 26 - Aug 27
Total with taxes and fees
Charming Home in Key Largo
Charming 2-bedroom mobile home with WiFi and AC in Key Largo
Pool

Charming 2-bedroom mobile home with WiFi and AC in Key Largo

$270 nightly
The price is $300
Aug 25 - Aug 26
Total with taxes and fees
Charming 2-bedroom mobile home with WiFi and AC in Key Largo
Charming 2-bedroom RV Hideaway campground in Key Largo; Sun & Fun!
Property grounds

Charming 2-bedroom RV Hideaway campground in Key Largo; Sun & Fun!

$349 nightly
The price is $387
Aug 25 - Aug 26
Total with taxes and fees
Charming 2-bedroom RV Hideaway campground in Key Largo; Sun & Fun!
Kawama G12 Upscale OceansideVilla with Marina 2/2
Outdoor dining

Kawama G12 Upscale OceansideVilla with Marina 2/2

10.0 out of 10, Exceptional, (8)
"Good property for family vacations. Clean, open space and nice kitchen. "
$464 nightly
The price is $514
Aug 25 - Aug 26
Total with taxes and fees
Kawama G12 Upscale OceansideVilla with Marina 2/2
Key Largo Oasis Oceanfront with Pool & Hot Tub
Pool

Key Largo Oasis Oceanfront with Pool & Hot Tub

10.0 out of 10, Exceptional, (2)
"Loved the location and views, house is amazing"
$841 nightly
The price is $937
Aug 27 - Aug 28
Total with taxes and fees
Key Largo Oasis Oceanfront with Pool & Hot Tub
Wreckers House Double Queen Room at Grassy Flats
Property grounds

Wreckers House Double Queen Room at Grassy Flats

10.0 out of 10, Exceptional, (1)
"great place "
$262 nightly
The price is $296
Sep 1 - Sep 2
Total with taxes and fees
Wreckers House Double Queen Room at Grassy Flats
Beautiful Kawama Townhouse
Beach nearby

Beautiful Kawama Townhouse

9.8 out of 10, Exceptional, (137)
"Great location, well stocked kitchen, bathrooms, etc. Excellent host, had a great time in a beautiful community. The lagoon is a great feature."
$527 nightly
The price is $584
Aug 25 - Aug 26
Total with taxes and fees
Beautiful Kawama Townhouse
2-bedroom townhome in pleasant gated community located in Key Largo
Beach

2-bedroom townhome in pleasant gated community located in Key Largo

$429 nightly
The price is $476
Aug 25 - Aug 26
Total with taxes and fees
2-bedroom townhome in pleasant gated community located in Key Largo
Kawama L4 - Upscale Oceanside Villa with Marina
Beach

Kawama L4 - Upscale Oceanside Villa with Marina

9.6 out of 10, Exceptional, (136)
"This property was perfect in the heart of key largo with pool and ocean access. Had everything we need and even included two bikes! Great stay overall!"
$503 nightly
The price is $557
Aug 25 - Aug 26
Total with taxes and fees
Kawama L4 - Upscale Oceanside Villa with Marina
Casa Largo
Beach

Casa Largo

9.0 out of 10, Wonderful, (127)
"Victor’s place was as advertised. Great location, walk to water front restaurants and music. Lots for a family to do on the grounds.Thanks, Victor!"
$503 nightly
The price is $558
Aug 25 - Aug 26
Total with taxes and fees
Casa Largo
Lakefront Retreat in Key Largo
Property grounds

Lakefront Retreat in Key Largo

$1,037 nightly
The price is $1,037
Sep 1 - Sep 2
Total with taxes and fees
Lakefront Retreat in Key Largo
Beautiful Oceanside Mariner's 3 Bedroom Townhome
A heated pool

Beautiful Oceanside Mariner's 3 Bedroom Townhome

10.0 out of 10, Exceptional, (81)
"Amazing and cozy home and great location very close to the pools. "
$553 nightly
The price is $612
Aug 28 - Aug 29
Total with taxes and fees
Beautiful Oceanside Mariner's 3 Bedroom Townhome
Deja Blue: Ocean & Pool Views, 2 Pools, Fitness Center, Marina and more......
A heated pool

Deja Blue: Ocean & Pool Views, 2 Pools, Fitness Center, Marina and more......

10.0 out of 10, Exceptional, (4)
"This property was just as described! Very clean, great access to the pool and a beautiful view. Beds were comfortable and kitchen had everything we needed to prepare meals. Our host was easy to communicate with and the area was very safe. "
$897 nightly
The price is $995
Aug 26 - Aug 27
Total with taxes and fees
Deja Blue: Ocean & Pool Views, 2 Pools, Fitness Center, Marina and more......
Sea La Vie – Key Largo Retreat in Mariner’s Club - Labor Day & Fall Specials
Pool

Sea La Vie – Key Largo Retreat in Mariner’s Club - Labor Day & Fall Specials

10.0 out of 10, Exceptional, (138)
"You would be very hard presses to find a better Key Largo location. Especially for family, boating and fishing!"
Sea La Vie – Key Largo Retreat in Mariner’s Club - Labor Day & Fall Specials
The Coral House - Bayside Retreat for 6-10+ guests
Property grounds

The Coral House - Bayside Retreat for 6-10+ guests

2.0 star property
8.4 out of 10, Very Good, (5)
"The Coral house was very clean and had everything we needed for our girls’ weekend. It wasn’t fancy, but the water access to the crystal clear beautiful water was worth everything we hoped for and more. We floated and snorkeled and watched amazing sunsets right from the property."
$857 nightly
The price is $857
Aug 25 - Aug 26
Total with taxes and fees
The Coral House - Bayside Retreat for 6-10+ guests
New Oceanside Paradise with Pool and Waterfront Views!
Pool

New Oceanside Paradise with Pool and Waterfront Views!

$842 nightly
The price is $938
Aug 25 - Aug 26
Total with taxes and fees
New Oceanside Paradise with Pool and Waterfront Views!
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Pool

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

$2,259 nightly
The price is $2,509
Aug 31 - Sep 1
Total with taxes and fees
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
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.
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Top Islamorada Hotel Reviews

Drop Anchor

Drop Anchor

10/10 Excellent
"Liked the Atlantic bulkhead. Plenty of dock space and casting room. Tasteful atmosphere with clean grounds and pool. Boat launch looked safe and maintained. Outdoor lights gave a nice ambience. Room was clean and properly stocked. TV was outdated."
STEPHEN 1-night trip
Posted 2 days ago
Drop Anchor