Villa vacation rentals in Florida Keys

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Top-rated villa rentals in Florida Keys

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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.

Aug. 29 – Sep. 5

$601 CAD 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.

Jul. 6 – 13

$1,169 CAD per night

Guest favourite

Villa in Miami

5.0 out of 5 average rating, 118 reviews

Miami Pool House | Heated Pool | Mini Golf | Villa

If you are looking for a stylish, spacious, and luxurious home to have fun with the whole family, you have found the perfect place! This house has a modern and contemporary design to make you feel right at home. Casa Marbella features 3,500sq ft of inside space with mansion-style, 12-foot ceilings throughout the entire property. This gorgeous space has a fully equipped kitchen, a dining table, a pool table, and a spacious living room with an 82-inch Smart TV, a gym, a bar and so much more.

Jun. 20 – 27

$1,286 CAD per night

Superhost

Villa in Duck Key

4.85 out of 5 average rating, 20 reviews

Family Friendly Sunset Oasis!

Welcome to Driftwood Villa.This newly renovated 2 bed 1.5 bath luxury villa is located in the popular area duck key alongside of Hawks Cay Resort.Duck Key marina is located across the street where you can dock your boat or charter a boat for the day. Enjoy stunning sunset views from the back porch. Kitchen includes all amenities including small kitchen appliances , silverware ,plates , cups , and pots. Linens and towels are also provided THIS PROPERTY DOES NOT HAVE ACCESS TO HAWKS CAY AMENITIES

Jan. 2 – 9

$571 CAD per night

Guest favourite

Villa in Fort Lauderdale

4.97 out of 5 average rating, 103 reviews

Waterfront Oasis: Dock, Spa, Near Beach & Downtown

Discover the epitome of convenience and comfort in this fully-equipped home, ideally situated near: - Downtown Las Olas - Beach & Boardwalk - FLL Airport - Hard Rock Casino - Port Everglades Relax in the waterfront retreat ambiance, complete with a fire pit, dock, and spa. Enjoy outdoor living with games, grilling, and covered spaces. Boaters will delight in ocean access, allowing exploration of serene local waterways right from the backyard. Max Occupancy: 4 Adults & 2 Kids Under 13.

May 27 – Jun. 3

$426 CAD per night

Guest favourite

Villa in Hollywood

4.98 out of 5 average rating, 105 reviews

Spacious 5.5 BR Villa | Heated Pool, Grill, Tiki

Stunning villa all to yourself. The sleek design offers the feel of a five-star resort. Enjoy 5.5 bedrooms and 4 baths, each designed to satisfy any travel connoisseur: open-concept living space and top-of-the-line kitchen with plenty of natural light. A custom-lit heated saltwater pool, a Tiki Lounge, and a beautiful outside dining area are perfect for skipping a beach day in style. We created this space to meet the highest standards of quality and taste. We look forward to welcoming you!

Jun. 5 – 12

$896 CAD per night

Superhost

Villa in Duck Key

4.82 out of 5 average rating, 49 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

Sep. 7 – 14

$467 CAD 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!

Apr. 3 – 10

$697 CAD 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.

Aug. 27 – Sep. 3

$1,515 CAD per night

Guest favourite

Villa in Marathon

4.95 out of 5 average rating, 56 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

Oct. 12 – 19

$717 CAD per night

Guest favourite

Villa in Hollywood

4.97 out of 5 average rating, 151 reviews

Spectacular 5BR/5BA Villa in Hollywood Lakes

HOLLYWOOD VACATION RENTALS (HVR FLORIDA) is proud to present this Brand New, Luxury 5 Bedrooms/5 Baths Villa. Located on one of the most gorgeous blocks of Hollywood Lakes, minutes from the Hollywood Beach & Boardwalk, Restaurants, Bars, Casinos, and more... The house has a new heated pool with a beautiful patio which will further enhance the experience of staying at this warm and inviting place.

Dec. 7 – 14

$1,085 CAD 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.

Sep. 16 – 23

$1,015 CAD per night