Villa holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for villa rentals in Islamorada
Private villa rentals
Villa in Islamorada
5.0 out of 5 average rating, 18 reviewsBayside Villa in Islamorada
2–9 Nov
Villa in Marathon
4.61 out of 5 average rating, 46 reviewsParadise Duck Key Villa 2B/1.5B
13–20 Jul
Villa in Marathon
5.0 out of 5 average rating, 6 reviewsTranquil Ocean View Villa with relaxing tiki
15–22 Nov
Villa in Homestead
4.54 out of 5 average rating, 191 reviewsEntire House - Florida City Near Keys 6 huéspedes
24–31 Jan
Villa in Marathon
The Salty Mermaid 4BR/3BA Anglers at Sombrero Beach with Private Pool and Dockage
21–28 Oct
Villa in Marathon
4.85 out of 5 average rating, 80 reviewsMarina front villa *Family Friendly*
15–22 Apr
Villa in Duck Key
4.91 out of 5 average rating, 23 reviewsVilla 5028 on Duck Key BOAT SLIP available
3–10 Sept
Villa in Duck Key
5.0 out of 5 average rating, 48 reviewsDuck Key *Bliss* Private Pool & Patio
30 Oct – 6 Nov
Luxury villa rentals
Villa in Islamorada
4.64 out of 5 average rating, 25 reviewsCozy 2-bedroom villa with resort amenities
4–11 Nov
Villa in Marathon
5.0 out of 5 average rating, 3 reviewsVilla Marlin - Perfect Vacation in Florida Keys
22–29 Mar
Villa in Key Largo
4.86 out of 5 average rating, 21 reviewsConch 3-Bedroom Villa
19–26 Jun
Villa in Key Largo
4.79 out of 5 average rating, 68 reviewsOceanfront Villa overlooking the Atlantic
28 Jun – 5 Jul
Villa in Marathon
4.67 out of 5 average rating, 3 reviewsVilla Sombrero
14–21 Sept
Villa in Marathon
4.5 out of 5 average rating, 4 reviews3BR Gulffront 2nd-Floor | Balcony | Pool
1–8 Apr
Villa in Marathon
Harbor hideaway 50’dock 3Br/2Ba All amenities
29 Oct – 5 Nov
Villa in Marathon
Canal Front, Tiki Hut w/TV, Private Pool, Beach!
10–17 Sept
Villa rentals with a pool
Villa in Islamorada
5.0 out of 5 average rating, 27 reviewsAnglers Reef Islamorada
10–17 Oct
Villa in Marathon
4.88 out of 5 average rating, 32 reviewsCanal Front, Tiki Hut, Kayaks, Bikes, Pool, Beach!
17–24 Aug
Villa in Marathon
5.0 out of 5 average rating, 15 reviewsIndigo Reef water view Villa- #1 Guest Favorite
7–14 Mar
Villa in Marathon
4.81 out of 5 average rating, 31 reviewsBeautiful 3 bedroom house with loft, pool and dock
7–14 Feb
Villa in Key Largo
4.89 out of 5 average rating, 36 reviews2bd/2ba Ocean Retreat in Kawama Yacht Club
1–8 Oct
Villa in Marathon
4.95 out of 5 average rating, 21 reviews4/3 Private Pool, Private Dock, Bikes, Kayaks!
4–11 May
Villa in Marathon
5.0 out of 5 average rating, 5 reviewsWaterfront Villa (38) w/ sunset views & boat slip
5–12 Sept
Villa in Marathon
4.73 out of 5 average rating, 33 reviewsPrivate Pool and Dock, Canal Front, Bikes, Beach!
14–21 Oct
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
£216 before taxes and fees
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