Villa vacation rentals in Islamorada
Find and book unique villas on Airbnb
Top-rated villa rentals in Islamorada
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Islamorada villa rentals
Villa rentals with a pool
Villa in Islamorada
5.0 out of 5 average rating, 27 reviewsAnglers Reef Islamorada
Oct 10 – 17
Villa in Marathon
5.0 out of 5 average rating, 15 reviewsIndigo Reef water view Villa- #1 Guest Favorite
Sep 16 – 23
Villa in Marathon
4.88 out of 5 average rating, 32 reviewsCanal Front, Tiki Hut, Kayaks, Bikes, Pool, Beach!
Oct 23 – 30
Villa in Marathon
4.81 out of 5 average rating, 31 reviewsBeautiful 3 bedroom house with loft, pool and dock
Nov 6 – 13
Villa in Marathon
4.95 out of 5 average rating, 21 reviews4/3 Private Pool, Private Dock, Bikes, Kayaks!
May 3 – 10
Villa in Key Largo
4.89 out of 5 average rating, 36 reviews2bd/2ba Ocean Retreat in Kawama Yacht Club
Oct 1 – 8
Villa in Marathon
5.0 out of 5 average rating, 5 reviewsWaterfront Villa (38) w/ sunset views & boat slip
Sep 5 – 12
Villa in Marathon
4.86 out of 5 average rating, 51 reviewsNew Paradise On Sombrero Beach
Sep 15 – 22
Private villa rentals
Villa in Islamorada
5.0 out of 5 average rating, 18 reviewsBayside Villa in Islamorada
Nov 2 – 9
Villa in Marathon
4.61 out of 5 average rating, 46 reviewsParadise Duck Key Villa 2B/1.5B
Jul 13 – 20
Villa in Marathon
5.0 out of 5 average rating, 6 reviewsTranquil Ocean View Villa with relaxing tiki
Mar 31 – Apr 7
Villa in Homestead
4.54 out of 5 average rating, 191 reviewsEntire House - Florida City Near Keys 6 huéspedes
Aug 28 – Sep 4
Villa in Marathon
5.0 out of 5 average rating, 19 reviewsSombrero Beach house with dock and tropical pool
Nov 22 – 29
Villa in Duck Key
5.0 out of 5 average rating, 57 reviews★Beautiful Gated Oasis★with private pool and patio
Feb 20 – 27
Villa in Marathon
4.85 out of 5 average rating, 80 reviewsMarina front villa *Family Friendly*
Nov 23 – 30
Villa in Duck Key
4.82 out of 5 average rating, 49 reviewsVilla 5034 on Duck Key BOAT SLIP available
Mar 23 – 30
Luxury villa rentals
Villa in Islamorada
4.64 out of 5 average rating, 25 reviewsCozy 2-bedroom villa with resort amenities
Nov 4 – 11
Villa in Marathon
5.0 out of 5 average rating, 3 reviewsVilla Marlin - Perfect Vacation in Florida Keys
Mar 21 – 28
Villa in Marathon
4.73 out of 5 average rating, 33 reviewsPrivate Pool and Dock, Canal Front, Bikes, Beach!
Dec 22 – 29
Villa in Key Largo
4.86 out of 5 average rating, 21 reviewsConch 3-Bedroom Villa
Jun 19 – 26
Villa in Key Largo
4.79 out of 5 average rating, 68 reviewsOceanfront Villa overlooking the Atlantic
Jun 27 – Jul 4
Villa in Marathon
4.67 out of 5 average rating, 3 reviewsVilla Sombrero
Sep 14 – 21
Villa in Marathon
4.5 out of 5 average rating, 4 reviews3BR Gulffront 2nd-Floor | Balcony | Pool
Mar 31 – Apr 7
Villa in Marathon
Harbor hideaway 50’dock 3Br/2Ba All amenities
Apr 13 – 20
Quick stats about villa rentals in Islamorada
Total rentals
60 properties
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
210 reviews
Nightly prices starting at
$270 before taxes and fees
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- Rentals with beach access Islamorada
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- Rentals with pools Islamorada
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