Holiday rentals in Florida Keys

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Top-rated holiday rentals in Florida Keys

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

Guest favourite

Guest suite in Homestead

4.9 out of 5 average rating, 305 reviews

Honeymoon Suite~Beach essentials & free parking

🌴Come and relax in our clean and cozy private guest suite, nested within a beautiful and safe gated community. Located just north of Key Largo, near Everglades National Park and Biscayne National Park. Whether you plan on exploring the fun city of Miami or enjoy the gorgeous Florida Keys, you will be in a great central location! Our guest suite has a luxurious and comfortable bed, high end amenities and a Smart TV. Everything you need to unwind, relax and recharge after a fun day of exploring! 😴

7–14 Nov

$141 SGD per night
Guest favourite

Tiny home in Cutler Bay

4.99 out of 5 average rating, 148 reviews

Quiet tropical Oasis setting with 1 bed and 1 bath

Tropical oasis centrally located between Miami Beach and Key Largo. Although you may never want to leave. The cozy casita with private bath and balcony is tucked away, surrounded by lush vegetation and sounds of the waterfall. Take a dip in the pool or grotto, relax with an afternoon cocktail under the tiki hut, or snooze in the hammock. During those cooler months soak in the hot tub. We have bikes available to cruise the miles of nearby paths stretching from Coconut Grove to Black Point Marina.

5–12 Aug

$195 SGD per night
Guest favourite

Home in Key West

4.94 out of 5 average rating, 268 reviews

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!

Romantic Retreat is an Historic, free standing cottage which, in the 1800's, was the cistern for the Cigar Maker cottages here. It is decorated in a light Caribbean motif, efficiency kitchen (frig, microwave, hot plate) and a very airy bathroom with tub/shower. King memory foam bed and sleeps 2 persons only. 32” Smart TV (bring your Netflix, Amazon UN/PW's). Bose Bluetooth speaker, Amazon Alexa provided. A private adjacent deck with a 2 person Solana spa/seating. Also handicapped accessible.

4–11 Aug

$676 SGD per night

Popular amenities for Florida Keys holiday rentals

Other great holiday rentals in Florida Keys

Guest favourite

Guest suite in Key Colony Beach

4.99 out of 5 average rating, 81 reviews

Turtle-By-The-Sea: the Best Deal in KCB!

3–10 May

$242 SGD per night
Guest favourite

Tiny home in Key Largo

4.98 out of 5 average rating, 57 reviews

Oceanfront Lookout Point w/two Kayaks & Deck

4–11 Oct

$367 SGD per night
Superhost

Houseboat in Key West

4.91 out of 5 average rating, 35 reviews

The Crystalmarine Suite – Rustic Luxury on the Sea

7–14 Feb

$700 SGD per night
Guest favourite

Home in Key Largo

5.0 out of 5 average rating, 43 reviews

The Paradise 2

2–9 Feb

$468 SGD per night
Guest favourite

Home in Marathon

4.97 out of 5 average rating, 31 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

9–16 Nov

$754 SGD per night
Guest favourite

Home in Marathon

5.0 out of 5 average rating, 8 reviews

Million Dollar View

12–19 Oct

$1,051 SGD per night
Guest favourite

Home in Marathon

4.97 out of 5 average rating, 31 reviews

The Gulf Cottage at Marathon Key

8–15 Jun

$201 SGD per night
Guest favourite

Home in Key Colony Beach

4.98 out of 5 average rating, 44 reviews

Captain’s Quarters Ahoy Mateys! Florida, Keys

1–8 Oct

$334 SGD per night
Guest favourite

Home in Key Largo

4.99 out of 5 average rating, 69 reviews

Little Cottage on an island

17–24 Jun

$233 SGD per night
Guest favourite

Apartment in Key West

4.96 out of 5 average rating, 76 reviews

Hidden Beach unit 1 The Perfect Place to stay

29 Nov – 6 Dec

$824 SGD per night
Guest favourite

Home in Marathon

5.0 out of 5 average rating, 29 reviews

100' Dockage, Pool, Kayaks, Paddle Board, Bikes!

23–30 Oct

$676 SGD per night
Guest favourite

Home in Marathon

5.0 out of 5 average rating, 19 reviews

Paradise in the Keys

17–24 Jan

$1,171 SGD per night

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