Search Vacation Homes in Islamorada
Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on Vacation Homes in Islamorada
Compare 550 Vacation Homes in Islamorada with updated reviews, rates, and availability.
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
10.0 out of 10, Exceptional, (161)
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
9.8 out of 10, Exceptional, (24)
Kawama Townhome with Amazing Master View - Direct Waterfront on a Tidal Lagoon!
Kawama Townhome with Amazing Master View - Direct Waterfront on a Tidal Lagoon!
9.8 out of 10, Exceptional, (138)
Save an average of 15% on thousands of hotels when you're signed in
Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly
Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly
9.4 out of 10, Exceptional, (79)
Amazing Florida Keys Retreat!
Amazing Florida Keys Retreat!
10.0 out of 10, Exceptional, (52)
Islamorada Anglers Reef! “Sandbar Bungalow Villa" AMAZING! Middle row location!
Islamorada Anglers Reef! “Sandbar Bungalow Villa" AMAZING! Middle row location!
9.8 out of 10, Exceptional, (142)
4 Bedroom House In Angler's Reef, Includes 31' Boat Slip
4 Bedroom House In Angler's Reef, Includes 31' Boat Slip
10.0 out of 10, Exceptional, (98)
VOTED BEST KEY LARGO VACATION RENTAL
VOTED BEST KEY LARGO VACATION RENTAL
10.0 out of 10, Exceptional, (60)
NEW! FREE GOLF CART! VOTED #1 RENTAL! CASA PALMA! PICKLEBALL-KAYAKS- BEACH- POOL
NEW! FREE GOLF CART! VOTED #1 RENTAL! CASA PALMA! PICKLEBALL-KAYAKS- BEACH- POOL
9.8 out of 10, Exceptional, (149)
The price is $443
$878 total
includes taxes & fees
Jun 9 - Jun 10
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
10.0 out of 10, Exceptional, (8)
Luxury and Spacious 5-bedroom house with Pool and Dock with Ocean Access
Luxury and Spacious 5-bedroom house with Pool and Dock with Ocean Access
Beautiful Waterfront Villa 133 Anglers Reef with on-site Boat Slip
Beautiful Waterfront Villa 133 Anglers Reef with on-site Boat Slip
10.0 out of 10, Exceptional, (2)
Kawama 3 bedroom townhouse--2 heated pools, marina, tennis, lagoon & much more!
Kawama 3 bedroom townhouse--2 heated pools, marina, tennis, lagoon & much more!
9.6 out of 10, Exceptional, (85)
Beautiful Key Largo Town Home Fully Renovated Top to Bottom
Beautiful Key Largo Town Home Fully Renovated Top to Bottom
9.8 out of 10, Exceptional, (146)
Oceanfront, Spacious Gourmet Kitchen, Includes 31' Boat Slip, Dock, Pool & Beach
Oceanfront, Spacious Gourmet Kitchen, Includes 31' Boat Slip, Dock, Pool & Beach
10.0 out of 10, Exceptional, (18)
Refined. Safe. Clean. Waterfront. Golf cart , courtesy to our guests
Refined. Safe. Clean. Waterfront. Golf cart , courtesy to our guests
10.0 out of 10, Exceptional, (87)
The price is $343
$623 total
includes taxes & fees
May 29 - May 30
Overlooking Salt-water Lagoon- Free Golf Cart + 2 Kayaks
Overlooking Salt-water Lagoon- Free Golf Cart + 2 Kayaks
9.8 out of 10, Exceptional, (20)
Completely Renovated -Beautiful Key Largo Townhome
Completely Renovated -Beautiful Key Largo Townhome
9.0 out of 10, Wonderful, (117)
The price is $378
$714 total
includes taxes & fees
Jun 2 - Jun 3
Anglers Reef Islamorada home with ocean views, private marina, beach & pool
Anglers Reef Islamorada home with ocean views, private marina, beach & pool
10.0 out of 10, Exceptional, (58)
Mariner's Club Key Largo by KeysCaribbean
Mariner's Club Key Largo by KeysCaribbean
7.4 out of 10, Good, (263)
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.
Other property types in Islamorada
Breezy Palms Resort
Breezy Palms Resort
8.4 out of 10, Very Good, (328)
The price is $153
$188 total
includes taxes & fees
May 29 - May 30
The Islands of Islamorada
The Islands of Islamorada
9.6 out of 10, Exceptional, (35)
Beautiful Waterfront Villa 133 Anglers Reef with on-site Boat Slip
Beautiful Waterfront Villa 133 Anglers Reef with on-site Boat Slip
10.0 out of 10, Exceptional, (2)
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.
Islamorada Vacation Homes information
Number of reviews | 1,551 |
---|---|
Accommodation | 550 Vacation Homes |
Lowest Price | $343 |
Highest Price | $443 |
Recent reviews of Islamorada hotelsExpedia verified reviews
5/5 Excellent
"We really enjoyed it, staff was very nice and property was nice and clean. It has 2 pools and beach access. We would definitely come back!"
A verified traveler stayed at Chesapeake Beach Resort
Posted 1 day ago
Popular Destinations
Top Vacation Homes in Other Destinations
More Accommodation Types in Islamorada
- Condo Rentals in Islamorada (327)
- Apartments in Islamorada (72)
- Villas in Islamorada (39)
- Cottages in Islamorada (20)
- Resorts in Islamorada (17)
- Houseboats in Islamorada (15)
- Guest Houses in Islamorada (5)
- Motels in Islamorada (3)
- Aparthotels in Islamorada (2)
- Condo Resorts in Islamorada (1)
- Inns in Islamorada (1)
- Lodges in Islamorada (1)
- Hotels (2,153)
All Accommodation Types
Expedia's Latest Trends
Hotels
Fort Walton Beach - Destin All-inclusive ResortsBest Hotels in Fort Walton Beach - DestinBest Hotels in Anna Maria IslandFort Walton Beach - Destin Oceanfront HotelsSouth Florida All-inclusive ResortsKey Largo All-inclusive ResortsKey West Adults Only Resorts & HotelsMarco Island Oceanfront HotelsBest Hotels in Key LargoBest Hotels in Marco IslandKey West All-inclusive ResortsKey West Cheap HotelsKey West Oceanfront HotelsKey West Beach HotelsBest Hotels in Key WestSiesta Key Beach HotelsBest Hotels in Siesta KeySiesta Key Oceanfront Hotels
Activities