Vacation Rentals

12 properties  

$86-107/night

Aquamarine Apartment

1 Bedroom • 1 Bath • Sleeps 2
Allows pets Internet Near Ocean

Welcome to your little home away from home. This canal front 1 bedroom, 1 bath downstairs apartment is recently renovated, charmingly decorated, and fully furnished. Aquamarine Apartment offers a great outdoor space, spacious back porch overlooking the canal and 40 feet of protected dockage for you to bring your boat, kayak, or paddleboards. Centrally located in Tavernier, between Key Largo and Islamorada, this rental is near restaurants, shopping, grocery stores and more.

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$304-318/night

Bessie's Bungalow

3 Bedrooms • 2 Baths • Sleeps 3-5
Allows pets Internet Near Ocean Private Pool

Welcome to Bessie's Bungalow, a light and bright Plantation Key pool home with dockage.

You’ll feel right at home in this newly renovated 3 bedroom, 2 bath canal front gem offering a spacious loft, a great open living area, updated kitchen and a balcony overlooking the canal. Complete with vaulted ceilings, charming Keys décor, and water views, this is the perfect Florida Keys retreat.

Bessie’s Bungalow is a boater’s paradise with 65 feet of dockage and fish cleaning station. Located right off Tavernier Creek you are only minutes away from the Florida Bay and seconds from some of the best fishing and diving spots in the Atlantic. With brand-new pool, completed in December 2022, a BBG grill, outdoor shower, and great canal views, you’ll never have to leave this inviting backyard.

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$179-243/night

Kawama Yacht Club 408

2 Bedrooms • 2 Baths • Sleeps 3-6
Internet Near Ocean
Enjoy Kawama Yacht Club, an oceanside oasis with an abundance of amenities.

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3 Bedrooms • 3 Baths • Sleeps 4-6
Internet Ocean View Hot Tub
The perfect “Keys” retreat awaits. This modern, coastal townhome is located in one of the most desirable hidden gems in Key Largo and has everything you need for the ultimate Florida Keys getaway. With a community pool, hot tub and stunning ocean views, you’ll never want to leave Key Largo Yacht Club. This exquisite 3 story townhome features 3 bedrooms and 3 bathrooms, balconies off every room, and as much charm as you can squeeze in. Located in the heart of Key Largo.

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$250/night

Long Key Oasis

3 Bedrooms • 2 Baths • Sleeps 5-10
Internet Near Ocean Hot Tub

Enjoy the sun and the sea at this charming canal front home in Layton. This canal front home with two separate living areas can easily accommodate 10 guests and all their toys. Located on Long Key, this property is the midway point between Islamorada and Marathon. Nearby, there are tennis courts, a popular restaurant and bar, a small grocery store and Long Key State Park. You are sure to feel like you are living the island life on this more peaceful and quiet key. 

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$250-330/night

Ocean Pointe 5414

2 Bedrooms • 2 Baths • Sleeps 2-6
Internet Ocean View Hot Tub

This island inspired 2 bedroom, 2 bath oceanfront condo in the gated resort of Ocean Pointe Suites. Enjoy all the amenities of the resort including pool, sandy beach, marina and so much more. Located in Tavernier, Ocean Pointe is perfectly centered between Key Largo and Islamorada.

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$417-467/night

Palm Harbor

4 Bedrooms • 3 Baths • Sleeps 4-8
Allows pets Internet Near Ocean Private Pool
A Tropical Oasis with a Pool and Dockage on Plantation Key

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$352-418/night

Peacock Shores

2 Bedrooms • 3 Baths (2 full, 1 half) • Sleeps 2-6
Internet Oceanfront

This modern, luxurious oceanfront townhome offers 2 bedrooms, 2.5 baths, two screened in porches and a roof top deck. Port of Call offers the ultimate vacation amenities including a pool, beach area and more. Unique to only Port of Call, the grounds are home to a family of friendly peacocks. Located on Plantation Key in Islamorada. 

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$286-304/night

Sandy Pointe 101

3 Bedrooms • 3 Baths (2 full, 1 half) • Sleeps 4-6
Internet Oceanfront

Enjoy all the wonders Sandy Pointe Townhome has to offer. With breathtaking bay views, deep water dockage and a private beach, this townhome is the perfect Islamorada retreat. This bayfront home features 3 bedrooms and 2.5 bathrooms, townhome style. Located on prestigious Lower Matecumbe, close to downtown Islamorada and only minutes away from the most wonderful fishing spots in the world.

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$161-179/night

Sandy Pointe 108

2 Bedrooms • 2 Baths (1 full, 1 half) • Sleeps 3-4
Internet
It's not every day that you come across a rental like this. This delightful and fun 2 bedroom, 1.5 located in Lower Matecumbe offers a private beach, dockage, and enough charm as you can squeeze in.

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$286-304/night

Sandy Pointe 110

3 Bedrooms • 2 Baths • Sleeps 4-6
Internet Oceanfront

The perfect Islamorada getaway awaits. Sandy Pointe Villa provides panoramic water views overlooking the Florida Bay, a private sandy beach and protected dockage, canal-side. This vacation rental features 3 bedrooms and 3 baths. Sandy Pointe is located on prestigious Lower Matecumbe, only miles away from downtown Islamorada and close to some of the best fishing spots in the world.

 

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$286-304/night

Sandy Pointe 113

3 Bedrooms • 3 Baths • Sleeps 1-6
Internet Oceanfront

The perfect upscale Islamorada getaway awaits.

Sandy Pointe 113 is a newly renovate home that offers panoramic water views overlooking the Florida Bay, a private sandy beach and protected dockage, canal-side.

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