Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Islamorada
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Florida
Florida
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Centre
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Amazing pools
Beachfront
Countryside
Amazing views
National parks
Trending
Chef's kitchens
Play
Lake
Rooms
Camping
Tiny homes
New
Cabins
Houseboats
Boats
Bed & breakfasts
Design
Vineyards
Lakefront
Surfing
Golfing
Farms
Beaches
Filters
0
Show map
Search results; Over 1,000 places in Islamorada
Over 1,000 places in Islamorada
Guest favourite
Guest favourite
Houseboat in Islamorada
Aqua Lodge Houseboat 2bd/1Bth!
2 beds
2 beds
16–21 May
16–21 May
$658 NZD
$499 NZD
night
$499 NZD per night, originally $658 NZD
·
$2,493 NZD total
$2,493 NZD total
Show price breakdown
4.94 out of 5 average rating, 16 reviews
4.94 (16)
Guest favourite
Guest favourite
Cottage in Islamorada
Islamorada bungalow 2 bed & pool
29 Apr – 4 May
29 Apr – 4 May
$861 NZD
$743 NZD
night
$743 NZD per night, originally $861 NZD
·
$3,714 NZD total
$3,714 NZD total
Show price breakdown
4.95 out of 5 average rating, 40 reviews
4.95 (40)
Guest favourite
Guest favourite
Townhouse in Islamorada
Peacock Shores Islamorada - Vacation On The Beach!
2 king beds
2 king beds
4–11 May
4–11 May
$782 NZD
night
$782 NZD per night
·
$5,472 NZD total
$5,472 NZD total
Show price breakdown
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Home in Islamorada
Bayfront Home w/ Beach and Dock
4 beds
4 beds
29 Apr – 5 May
29 Apr – 5 May
$1,585 NZD
night
$1,585 NZD per night
·
$9,511 NZD total
$9,511 NZD total
Show price breakdown
New place to stay
New
Superhost
Superhost
Cottage in Islamorada
1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
On Sea Oats Beach
On Sea Oats Beach
7–12 Jul
7–12 Jul
$486 NZD
night
$486 NZD per night
·
$2,428 NZD total
$2,428 NZD total
Show price breakdown
4.85 out of 5 average rating, 124 reviews
4.85 (124)
Guest favourite
Guest favourite
Cottage in Islamorada
Key Lime Cottage 2br 1ba w/pool
3 beds
3 beds
11–16 May
11–16 May
$648 NZD
night
$648 NZD per night
·
$3,242 NZD total
$3,242 NZD total
Show price breakdown
4.97 out of 5 average rating, 65 reviews
4.97 (65)
Superhost
Superhost
Home in Islamorada
Tranquility Cove
3 beds
3 beds
22–27 Jun
22–27 Jun
$808 NZD
night
$808 NZD per night
·
$4,039 NZD total
$4,039 NZD total
Show price breakdown
4.68 out of 5 average rating, 190 reviews
4.68 (190)
Guest favourite
Guest favourite
Bungalow in Islamorada
Dream in Paradise! King Master, Queen Guest, Pool
Kayak
Kayak
15–20 Jun
15–20 Jun
$1,376 NZD
night
$1,376 NZD per night
·
$6,881 NZD total
$6,881 NZD total
Show price breakdown
4.97 out of 5 average rating, 29 reviews
4.97 (29)
Guest favourite
Guest favourite
Boat in Islamorada
HOUSEBOAT 2BD, PRIVATE KEYS COTTAGE LOGGERHEAD
3 beds
3 beds
5–10 May
5–10 May
$629 NZD
$443 NZD
night
$443 NZD per night, originally $629 NZD
·
$2,214 NZD total
$2,214 NZD total
Show price breakdown
4.9 out of 5 average rating, 167 reviews
4.9 (167)
Guest favourite
Guest favourite
Houseboat in Islamorada
Getaway to Blackbeard's Hideout
3 beds
3 beds
14–19 May
14–19 May
$650 NZD
$464 NZD
night
$464 NZD per night, originally $650 NZD
·
$2,319 NZD total
$2,319 NZD total
Show price breakdown
4.93 out of 5 average rating, 15 reviews
4.93 (15)
Guest favourite
Guest favourite
Home in Islamorada
3 Lux Ensuites Walk/Boat Island!
3 beds
3 beds
4–11 May
4–11 May
$1,111 NZD
$1,027 NZD
night
$1,027 NZD per night, originally $1,111 NZD
·
$7,188 NZD total
$7,188 NZD total
Show price breakdown
4.94 out of 5 average rating, 16 reviews
4.94 (16)
Guest favourite
Guest favourite
Home in Islamorada
Angler's Reef Gem in Islamorada!
On a private beach
On a private beach
Kayak
,
·
Kayak
8–15 Jun
8–15 Jun
$859 NZD
night
$859 NZD per night
·
$6,016 NZD total
$6,016 NZD total
Show price breakdown
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Guest favourite
Guest favourite
Home in Islamorada
Flakey's
3 beds
3 beds
10–17 Aug
10–17 Aug
$522 NZD
night
$522 NZD per night
·
$3,653 NZD total
$3,653 NZD total
Show price breakdown
4.97 out of 5 average rating, 164 reviews
4.97 (164)
Guest favourite
Guest favourite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
1 bed
1 bed
6–11 May
6–11 May
$452 NZD
$419 NZD
night
$419 NZD per night, originally $452 NZD
·
$2,093 NZD total
$2,093 NZD total
Show price breakdown
4.92 out of 5 average rating, 325 reviews
4.92 (325)
Guest favourite
Guest favourite
Cottage in Islamorada
FLOATING WATERFRONT 2 BD, 1 BATH COTTAGE MANATEE
3 beds
3 beds
5–10 May
5–10 May
$713 NZD
$443 NZD
night
$443 NZD per night, originally $713 NZD
·
$2,214 NZD total
$2,214 NZD total
Show price breakdown
4.85 out of 5 average rating, 126 reviews
4.85 (126)
Superhost
Superhost
Home in Islamorada
Anglers Reef Home with Peek-a-Boo Ocean Views
2 beds
2 beds
27 Apr – 4 May
27 Apr – 4 May
$909 NZD
night
$909 NZD per night
·
$6,365 NZD total
$6,365 NZD total
Show price breakdown
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Home in Islamorada
Heart of Islamorada ~ Private Boat Slip
6 beds
6 beds
28 Apr – 4 May
28 Apr – 4 May
$1,857 NZD
$1,683 NZD
night
$1,683 NZD per night, originally $1,857 NZD
·
$10,096 NZD total
$10,096 NZD total
Show price breakdown
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favourite
Guest favourite
Home in Islamorada
Tropical Getaway 3/3 with 100’ boat dock and pool
5 beds
5 beds
18–25 Apr
18–25 Apr
$1,046 NZD
night
$1,046 NZD per night
·
$7,322 NZD total
$7,322 NZD total
Show price breakdown
4.96 out of 5 average rating, 55 reviews
4.96 (55)
1
2
3
4
…
15
