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Vacation rentals in Anne's Beach

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Top-rated vacation rentals in Anne's Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

Cottage in Islamorada
*Key Lime Cottage* charming 2 BR w/pool near beach
Your slice of Islamorada awaits at the Key Lime Cottage! Located in the heart of the Florida Keys yet set in its own oasis, this charming 2 bedroom, 1 bath home with a full kitchen, access to a gorgeous (heated) community pool with only 6 other homes, outside seating with grill, beach chairs and key lime treats - there is something for everyone! Located 1 mile from the world famous Robbie's and numerous restaurants, breweries, marinas and shops in a 5-10 min drive. Anne's beach is 5 min drive.
$253 per night
Cottage in Islamorada
Islamorada bungalow 2 bed & pool
Welcome to paradise! Completely remodeled and immaculately maintained, Bungalow Blue is nestled away in the quiet quaint Shady Palms community of 7 cottages in Islamorada, MM 76. Ideally situated next to the community heated pool, down the street from private boat ramp. If you're looking to relax and unwind while also being close to all that Islamorada has to offer, this is the place for you. Enjoy the FL Keys lifestyle in your private backyard, take a bike ride to World Famous Robbie's Marina
$382 per night
Home in Islamorada
Tropical Getaway 3/3 with 100’ boat dock and pool
Located in Lower Matecumbe Key, a part of Islamorada, this piece of paradise checks all the boxes all the way down to a putting green! World class everything awaits you after an idle down the canal with quick access to the Atlantic Ocean. Bayside accessible via one of the nearby bridges. 100’ dockage with a covered fish cleaning station is available for your fresh catch of the day. Whether you’re here to fish, sunbathe, snorkel, or enjoy some fantastic seafood, this is the place for you!
$449 per night
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Other great vacation rentals in Anne's Beach

Condo in Islamorada
Captivating Views from this Islamorada Studio.
$339 per night
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Home in Marathon
Oceanfront Tiny Villa | Dog Friendly
$363 per night
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Home in Duck Key
Oceanfront Villa in the Heart of the FL Keys
$366 per night
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Cottage in Islamorada
Islamorada Bungalow 2 Bed/1 Bath & Pool Unit 4
$355 per night
Home in Islamorada
Porter’s Corner
$351 per night
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Cottage in Islamorada
2BR Cottage at Shady Palms in Islamorada w/Pool
$239 per night
Home in Islamorada
Waterfront Home Islamorada Walk To Private Beach
$406 per night
Home in Islamorada
Keys home on water w/ access to beach *monthly*
$750 per night
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Home in Islamorada
Anglers Reef Islamorada Oceanside 2/2.5+Pool+Beach
$500 per night
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Condo in Tavernier
Florida Keys Getaway - Slps 5 - Ocean View
$173 per night
Townhouse in Duck Key
Waterfront Retreat-Boat Slip available
$314 per night
Villa in Marathon
Villa 5023 on Duck Key BOAT SLIP available
$305 per night
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  4. Monroe County
  5. Islamorada
  6. Anne's Beach