Islamorada Holiday Rentals

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Holiday Rentals in Islamorada

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (409)
"nice warm pool, nice ocean views."
The price is AU$383
includes taxes & fees
11 Mar - 12 Mar
Breezy Palms Resort

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (52)
"Lovely room with friendly staff. "
The price is AU$1,520
includes taxes & fees
23 Feb - 24 Feb
The Islands of Islamorada

WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

9.6 out of 10, Exceptional, (76)
"Great and clean place to stay. Chris was the perfect host. "
WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

9.8 out of 10, Exceptional, (15)
"This cluster of cottages is a small “community” within a neighborhood off Highway 1 in the Keys. Very close to things you need like restaurants, grocery and close enough to beachy areas like Sombrero Beach on Marathon or Bahia Honda a bit farther south. Loved the quiet pool and our fire pit for those cooler January nights. The neighbors seemed to be a mix of permanent residents, boaters, renters and snowbirds. This is ideal for couples and maybe kids who don’t mind sharing a small double (full)...
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

9.8 out of 10, Exceptional, (79)
"Three generations of our family enjoyed a wonderful vacation at The Last Resort. The house was beautifully appointed and well stocked as described in the listing. It had everything we needed for a memorable beach vacation. The owner was friendly, helpful, and easy to communicate with. We hope to return! back!ThownerfrieThowwith. "
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

TikiBar with TV &Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FP

10.0 out of 10, Exceptional, (85)
"Rob and Regina were seriously the best hosts we’ve ever had! They helped us out with last minute recommendations, provided us with the most beautiful place to stay, and helped us plan the perfect vacation with 3 busy teenagers. Thank you so much, Regina and Rob, for being such kind individuals! There are so many things to do within a shirt drive from our oasis! "
TikiBar with TV &Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FP

Private Beachfront Paradise

9.6 out of 10, Exceptional, (65)
"Good location "
Private Beachfront Paradise

Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal

9.6 out of 10, Exceptional, (51)
"Clean nice area great place"
Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal

Beautiful Islamorada Home In Angler's Reef. Amazing Views. Boatslip Included.

10.0 out of 10, Exceptional, (109)
"This property is perfect for a family vacation. The unit is spacious with a great view of the pool and water. Walkable to restaurants and boat rental. If you ever thought about skydiving, definitely go to I skydive Miami. Very professional with amazing views. "
Beautiful Islamorada Home In Angler's Reef. Amazing Views. Boatslip Included.

Sunrise Haven - Maison 306 - Beach, Pool, Hot Tub, Kayaks, SUPs & Day Dock

10.0 out of 10, Exceptional, (63)
"Beautiful. Loved it and loved the location "
Sunrise Haven - Maison 306 - Beach, Pool, Hot Tub, Kayaks, SUPs & Day Dock

Islamorada Boaters Paradise with 70' Dock and private beach access..

10.0 out of 10, Exceptional, (19)
"Everything was amazing for our stay. We were able to have the boat right at the house for easy access for sunset boat rides and our everyday fishing adventures. "
Islamorada Boaters Paradise with 70' Dock and private beach access..

Gorgeous Ocean Views, Ground Floor Studio

10.0 out of 10, Exceptional, (6)
"Nice cozy place for a couples getaway. Awesome pool and oceanfront views. Many good restaurants with outside seating close by. "
Gorgeous Ocean Views, Ground Floor Studio

Beautiful Ocean View in Angler's Reef with View of Sand Bar/Boat slip

10.0 out of 10, Exceptional, (110)
"Good location. Close to the pool. Lovely kitchen. Nice master bedroom. Interesting artwork on the walls. Quiet neighborhood. Negatives: Had trouble with the AC and Temp. the first 4 days. No comfortable chairs downstairs or upstairs. Just a huge couch in front of the TV area. Furniture seemed to be designed for big people. "
Beautiful Ocean View in Angler's Reef with View of Sand Bar/Boat slip

Bungalow #3 - 2 Bed/1 Bath & Pool in Islamorada

8.8 out of 10, Excellent, (8)
"Cute little cottage in the Florida keys, great space plus there is a pool."
Bungalow #3 - 2 Bed/1 Bath & Pool in Islamorada