Villa holiday rentals in Monroe County

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Top-rated villa rentals in Monroe County

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Guest favourite

Villa in Duck Key

4.98 out of 5 average rating, 57 reviews

Waterfront Island Escape with Private Plunge Pool

Come and relax in your own private plunge pool that overlooks a turquoise canal on the beautiful Duck Key. The outdoor living space is quiet and serene, making it a perfect place to unwind. Families and honeymooners alike can enjoy this island oasis. Centrally located at Mile Marker 61, Duck Key is just a short drive to Key West. Explore everything the Florida Keys have to offer or stay locally to enjoy world-renowned restaurants, fishing, snorkeling, and diving. The opportunities are endless.

29 Aug – 5 Sep

$515 SGD per night

Guest favourite

Villa in Marathon

4.95 out of 5 average rating, 119 reviews

4/3 Private Pool w Heater/Dock/Kayaks & more incl.

Our home is close to grocery stores, restaurants and dining, the beach, family-friendly activities, and public transport. You’ll love my place because of the high ceilings, the views, the location, the people, and the ambiance. Our place is good for couples, business travelers, and families (with kids). Included in the rental you'll have access to 4 bicycles for adults and 2 tandem kayaks and 2 paddle boards during your stay. We have a cooler, 2 beach umbrellas and 4 beach chairs for your use.

7–14 Dec

$1,230 SGD per night

Guest favourite

Villa in Princeton

5.0 out of 5 average rating, 62 reviews

Perfect for your Family /The White House of Miami

Welcome to the White House of Miami This Is a Stunning Mega Home with 6,500 SqFt and an Amazing 1.25 Acre Lot With a private pool Truly Spacious, Modern and Clean. Enjoy your little slice of paradise. It has 8 Spacious Bedrooms and 6 Luxurious Bathrooms Perfect to Feel Comfortable and Safe This is a Great Place for Family Vacations, Friends, Romance or Group Getaways. Wake up listening to the singing of the birds and forget about the noise of the city Groceries are 5-7 minutes away

26 Feb – 5 Mar

$1,570 SGD per night

Superhost

Villa in Duck Key

4.81 out of 5 average rating, 48 reviews

Villa 5034 on Duck Key BOAT SLIP available

Boat slip available for additional $100 a night. Ask for availability. This villa boasts breathtaking sunsets, close to watersports, charter fishing, restaurants while being surrounded by one of the most exclusive island neighborhoods with lush landscaping. Highest internet speed the keys has to offer. Duck Key is family-friendly. Dine with Sunsets on the rear deck, or explore the world-class restaurants of the middle keys. Please NO Smoking indoors, NO pets of any kind

15–22 Jun

$521 SGD per night

Superhost

Villa in Marathon

4.89 out of 5 average rating, 145 reviews

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

26 Jan – 2 Feb

$538 SGD per night

Guest favourite

Villa in Marathon

5.0 out of 5 average rating, 19 reviews

Sombrero Beach house with dock and tropical pool

Casa MarBella @ Sombrero Beach offers plenty of indoor and outdoor space. Enjoy our beautiful pool with flowing waterfall which can be heated for an additional fee. Please inquire before booking. Dock on deep water canal with shore power and commercial ice maker in the garage. Weber gas grill, convenient outdoor counter with built-in ice chest and sink. Large yeti cooler with wheels, paddle board, 12ft fishing kayak, beach tricycle, pedal boat and 4 bikes.

27 Nov – 4 Dec

$1,377 SGD per night

Superhost

Villa in Miami

4.77 out of 5 average rating, 247 reviews

Brickell Villa in the Heart of Miami. Safe & Cozy.

Spacious, modern & comfortable 2bed/1bath house conveniently located near Brickell City Centre. Restaurants at only minutes away. Generously-sized living room, cozy dining area, fully equipped kitchen with granite counters, large pantry and stainless steel appliances. The house is completely for yourself. There are 2 studios attached to the house but they have their private entrance. There will not be guest interaction. Each listing is private.

23–30 Jan

$349 SGD per night

Guest favourite

Villa in Miami

4.98 out of 5 average rating, 60 reviews

Studio apartment in 1927 Mediterranean Home

Situated in a 1927's Mediterranean Villa in historic Coral Gables, this first floor guest house apartment offers a unique old Miami experience full of character and privacy. The property is perfectly located, only a short walk from great restaurants and shops, with the Freebee shuttle pick up only two blocks away. The apartment is only 8 minutes away from Miami International Airport. There is a Publix and mini Target within walking distance.

20–27 Jul

$211 SGD per night

Guest favourite

Villa in Marathon

4.95 out of 5 average rating, 55 reviews

Villa in Paradise. Plunge pool. Middle of the Keys

Baja Breeze 🏝, a freshly updated, family-friendly, resort-style villa in the ♥ of the Keys. ♥ Please save Baja Breeze by clicking on the heart in the top right hand corner, this will help you find it again and share with others! 🛶 Waterfront canal view 🌴 Gated Resort Area 👙 Private spa pool 📍 Halfway between Key Largo and Key West ☀️ Outdoor dining/lounge area 🍳 Fully stocked Kitchen 📶 300Mbps+ Wifi

8–15 Apr

$819 SGD per night

Guest favourite

Villa in Miami

4.89 out of 5 average rating, 56 reviews

The tropical paradise villa "wonderful pool"

Come enjoy your next vacation in this beautiful modern property. Located in the wonderful Miami area. The house has 5 bedrooms, 4 1/2 full bathrooms, a fully equipped kitchen outdoor with BBQ, smart TV, heated pool so you can enjoy the eternal summer of Florida, beautiful gardening in the patio this home was designed with its own unique style and atmosphere for unforgettable vacations.

20–27 Oct

$1,095 SGD per night

Guest favourite

Villa in Duck Key

5.0 out of 5 average rating, 57 reviews

★Beautiful Gated Oasis★with private pool and patio

Enjoy a great family vacation with the conveniences of a modern home in this beautifully decorated gated house with private pool and patio, carport, 70" 4K Smart TV, high speed internet - 1,000 mbps, and fully equipped kitchen. Close to tropical activities and great restaurants. Relax, bond, and make new memories in the Florida Keys.

4–11 Sep

$834 SGD per night

Guest favourite

Villa in Homestead

4.96 out of 5 average rating, 120 reviews

One Story Luxury Villa with Hot Tub

Brand new beautiful Luxury one Story Vacation rental house in South West Miami. Accommodates 2 large families with a great outdoor Hot Tub. This House is a great family gateway close to the Florida Keys to scape from the cold winter days and explore the best of South Florida has to offer.

24 Sep – 1 Oct

$305 SGD per night