Holiday rentals in Monroe County

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Top-rated holiday rentals in Monroe County

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

Bungalow in Homestead

4.92 out of 5 average rating, 368 reviews

Redlands Bungalow

Newly remodeled bungalow on 2 acres estate. Private entrance, yard with privacy fence and patio with gas grill and dining, all detached from main house. 10 mins walk to RF Orchids. 15 mins drive to Everglades or Biscayne Ntl Parks, 40 mins to the Keys and 45 mins to Miami and the beaches. Featuring 2 bdrms with superior quality mattress and smart TVs, Netflix included. New bathroom, washer/ dryer. The kitchen is equipped with a cook top, microwave, dishwasher and a full size refrigerator.

13–20 Jun

$173 SGD per night

Popular amenities for Monroe County holiday rentals

Other great holiday rentals in Monroe County

Guest favourite

Guest suite in Tavernier

4.98 out of 5 average rating, 245 reviews

Island Get Away

25 Aug – 1 Sep

$232 SGD per night
Superhost

Villa in Marathon

4.89 out of 5 average rating, 141 reviews

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

2–9 Sep

$509 SGD per night
Guest favourite

Guest suite in Homestead

4.92 out of 5 average rating, 117 reviews

Cozy 1BR guestroom, private entrance, free parking

30 Jun – 7 Jul

$121 SGD per night
Guest favourite

Home in Cudjoe Key

4.92 out of 5 average rating, 134 reviews

Paradise at Cudjoe Bay

30 May – 6 Jun

$523 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

Tiny home in Miami

4.98 out of 5 average rating, 42 reviews

Tropical Tiny Living Experience

5–12 Jun

$141 SGD per night
Superhost

Tiny home in Big Pine Key

4.8 out of 5 average rating, 88 reviews

Breezy pines 28 foot 5th wheel trailer .

16–23 Oct

$159 SGD per night
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

Guest suite in Miami

4.98 out of 5 average rating, 55 reviews

Peaceful & Private Miami Getaway

30 Jul – 6 Aug

$118 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

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

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