Beachfront vacation rentals in Islamorada
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Top-rated beachfront rentals in Islamorada
Guests agree: these beachfront homes 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 beachfront rentals
Pet-friendly beachfront home rentals
Apartment in Key Largo
4.92 out of 5 average rating, 229 reviewsWaterfront Studio 2| Couples Oasis | Kayaks | Pool
Jul. 17 – 24
Townhouse in Duck Key
4.83 out of 5 average rating, 130 reviewsVibrant Beachfront Villa
Nov. 17 – 24
Townhouse in Marathon
4.83 out of 5 average rating, 122 reviewsPlunge Pool Villa on Blue Water Lagoon
Oct. 25 – Nov. 1
Home in Key Largo
5.0 out of 5 average rating, 14 reviewsPrivate 1 Acre House~Private Beach~Tiki Hut~Dock
Oct. 14 – 21
Home in Key Largo
4.97 out of 5 average rating, 32 reviewsTreetops
Sep. 5 – 12
Home in Islamorada
5.0 out of 5 average rating, 10 reviewsHeart of Islamorada ~ Private Boat Slip
Oct. 15 – 22
Home in Marathon
4.94 out of 5 average rating, 35 reviewsGorgeous Ocean View Home!
Nov. 5 – 12
Apartment in Key Largo
5.0 out of 5 average rating, 21 reviewsStudio apartment in Calusa Resort & Campgrounds
Nov. 12 – 19
Beachfront home rentals with a pool
Condo in Tavernier
4.93 out of 5 average rating, 133 reviewsIt's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba
Dec. 13 – 20
Condo in Tavernier
4.99 out of 5 average rating, 101 reviewsOcean View Corner Penthouse | Ocean Pointe 5416
Dec. 13 – 20
Condo in Key Colony Beach
4.91 out of 5 average rating, 112 reviewsBeachside Unit 39 Tiki Huts, Private Beach & Pool
Oct. 22 – 29
Tiny homes in Key Largo
4.94 out of 5 average rating, 125 reviewsA place to make your dreams come true
Sep. 14 – 21
Condo in Tavernier
4.91 out of 5 average rating, 110 reviews500 Burton Drive Tavernier, Key Largo
Dec. 6 – 13
Townhouse in Key Largo
4.85 out of 5 average rating, 102 reviewsLIC. MGR. - 2/2 VILLA - OCEANFRONT BEACH RESORT!
Sep. 10 – 17
Home in Key Colony Beach
4.81 out of 5 average rating, 132 reviewsWaterview from three sides, Cabana Club, 30' Docks
Feb. 17 – 24
Condo in Key Largo
4.98 out of 5 average rating, 115 reviewsOceanfront Condo w/Lake, Kayak, Paddleboard & Bike
Aug. 5 – 12
Private beachfront home rentals
Guesthouse in Key Largo
4.87 out of 5 average rating, 377 reviewsGuesthouse Tropical Paradise Beach sunset fishing
Jul. 3 – 10
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
Aug. 31 – Sep. 7
Tiny homes in Key Largo
4.98 out of 5 average rating, 64 reviewsOceanfront Lookout Point w/two Kayaks & Deck
Mar. 13 – 20
Home in Islamorada
5.0 out of 5 average rating, 12 reviewsAngler's Reef Gem in Islamorada!
Jun. 8 – 15
Camper/RV in Key Largo
4.98 out of 5 average rating, 42 reviewsparadise point, ocean front /dock/ramp.
Sep. 2 – 9
Home in Islamorada
5.0 out of 5 average rating, 6 reviewsAnglers Reef Home with Peek-a-Boo Ocean Views
Apr. 2 – 9
Villa in Duck Key
5.0 out of 5 average rating, 57 reviews★Beautiful Gated Oasis★with private pool and patio
Sep. 4 – 11
Home in Duck Key
5.0 out of 5 average rating, 31 reviewsPrivate Pool Tropical Oasis - Centrally Located
Nov. 25 – Dec. 2
Quick stats about beachfront rentals in Islamorada
Total rentals
260 properties
Rentals with a pool
240 properties have a pool
Pet-friendly rentals
170 properties allow pets
Family-friendly rentals
140 properties are a good fit for families
Total number of reviews
1.1K reviews
Nightly prices starting at
$123 CAD before taxes and fees
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