1-100 out of 1256

Old Wooden Bridge Resort & MarinaLodge

8.6

Great21 reviews

6 adults

2 bedrooms

4 beds

Nestled near a boat dock, the Old Wooden Bridge Marina Villa Big Pine Key has basketball and volleyball to offer along with the marina views.

FromC$ 212 /nightSelect

Little Torch CottagesVilla

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Key West VillasVilla

9.0

Perfect23 reviews

6 adults

2 bedrooms

3 beds

Set just 1.5 km from Fort Zachary Taylor, the Villas features an outdoor swimming pool and a continental breakfast.

FromC$ 854 /nightSelect

Tropical CottagesVilla

7.8

Very good186 reviews

4 adults

1 bedroom

2 beds

The cosy Tropical Cottages is nestled in the heart of Marathon and a 10-minute ride from The Turtle Hospital.

FromC$ 192 /nightSelect

Coral Lagoon ResortVilla

9.0

Perfect10 reviews

6 adults

3 bedrooms

3 beds

Set a few steps away from Captain Hook s Marina Dive Center and in an entertainment district, the Coral Lagoon Resort Marathon has 24 rooms.

FromC$ 828 /nightSelect

Rose Lane VillasVilla

8.8

Great13 reviews

6 adults

3 bedrooms

3 beds

Located in the Duval district and only 10 minutes on foot from US 1 Mile Marker 0, the Rose Lane Villas Key West features 6 rooms plus a swimming pool.

FromC$ 1 011 /nightSelect

Marlin Bay Resort & Marina Managed By Elite Alliance HospitalityVilla

10 adults

Situated 0.8 km from Tranquility Bay Beach House Resort, the Marlin Bay Resort & Marina Managed By Elite Alliance Hospitality offers 13 guest rooms.

FromC$ 854 /nightSelect

Last MinuteVilla

9.0

Perfect2 reviews

6 adults

3 bedrooms

3 beds

This villa in the Duval district is composed of 3 bedrooms, a fully equipped kitchen and 2 bathrooms.

FromC$ 1 200 /nightSelect

Ocean Pointe Suites At Key LargoApartment

8.4

Great387 reviews

The largest option:

6 adults

2 bedrooms

3 beds

Situated in the Tavernier district of Key Largo, the Ocean Pointe Suites At overlooks the ocean and features a swimming pool.

FromC$ 202 /nightSelect

Coconut PalmsVilla

6 adults

2 bedrooms

4 beds

Key West Cemetery and Key West Lighthouse and Keeper's Quarters Museum are located 2.7 km and 2.1 km from the Coconut Palms Villa respectively.

FromC$ 582 /nightSelect

Sugarloaf LodgeLodge

8.6

Great68 reviews

4 adults

1 bedroom

1 bed

Approximately an 8-minute walk from Lower Sugarloaf Key, guests of the Sugarloaf Lodge Sugarloaf Shores may engage in a variety of activities, including skydiving, kayaking and boating.

FromC$ 355 /nightSelect

Bay Harbor LodgeLodge

8.8

Great37 reviews

4 adults

1 bedroom

2 beds

Set within 4.5 km of Our Beach, the Bay Harbor Lodge offers 10 rooms and an outdoor swimming pool.

FromC$ 392 /nightSelect

Sun Outdoors Sugarloaf KeyVilla

FromC$ 332 /nightSelect

Papa'S HideawayApartment

6.8

Nice2 reviews

The largest option:

4 adults

1 bedroom

2 beds

Offering 6 rooms with views of the garden, the Papa'S Hideaway Key West is set in the Duval district, 5 minutes by car from Audubon House and Tropical Gardens.

FromC$ 569 /nightSelect

Four Flowers GuesthouseVilla

4 adults

2 bedrooms

3 beds

Set just 10 minutes' walk from The Ernest Hemingway Home and Museum, this villa features a terrace along with a kitchen.

FromC$ 91 /nightSelect

Amelia HouseVilla

8.8

Great14 reviews

8 adults

3 bedrooms

3 beds

Mel Fisher Maritime Heritage Museum and Memorial Sculpture Garden are located 1.1 km and 1.2 km from the Amelia House Villa respectively.

FromC$ 385 /nightSelect

Conch CasaVilla

6 adults

2 bedrooms

3 beds

Mel Fisher Maritime Heritage Museum is only 1.1 km from the Conch Casa Villa Key West and features shopping and dining.

FromC$ 1 143 /nightSelect

Passover CottageVilla

4 adults

2 bedrooms

2 beds

Nestled in the Downtown Key West district, the villa is equipped with a kitchen and an outdoor pool.

FromC$ 701 /nightSelect

The Barbados -Bright Condo W PoolVilla

Guests can also enjoy access to Truman Little White House, which is at a 6 km distance from the Margarita Suite 305 Key West.

FromC$ 539 /nightSelect

Grand Marina Suite -Waterfront CondoVilla

6 adults

2 bedrooms

3 beds

Located at a 2.2 km distance from Safe Harbor, the intimate Grand Marina Suites Stock Island Yacht Club Key West offers a swimming pool and a fitness area for guests.

FromC$ 463 /nightSelect

The Zane GreyVilla

5 adults

2 bedrooms

3 beds

Featuring a patio along with 2 bedrooms, this villa is set 2.9 km from Long Key State Park.

FromC$ 1 804 /nightSelect

Casa Pap Del MarVilla

The Casa Pap Del Mar Villa with sea views lies only 350 metres from Higgs Beach Dog Park.

FromC$ 1 343 /nightSelect

The Exuma Cay -Pool View & ParkingVilla

While staying at the Grand Cayman Suite 309 you are invited to discover Truman Little White House, set approximately 15 minutes away by car, or Southernmost Point, which is 15 minutes' drive away.

FromC$ 1 022 /nightSelect

The Island Suite At Kw VacationApartment

4 adults

1 bedroom

2 beds

The Island Suite At Kw Vacation is nestled right in the centre of Key West and 16 minutes on foot from Truman Little White House.

FromC$ 719 /nightSelect

Anglers Reef ParadiseVilla

4 adults

2 bedrooms

3 beds

The Anglers Reef Paradise Villa is placed in a residential area of Islamorada, 2.2 km from Rain Barrel Village and at 550 metres from Windley Key.

FromC$ 545 /nightSelect

Sunrise Suites Bonaire Suite #210Apartment

9.0

Perfect1 review

6 adults

2 bedrooms

3 beds

Key West Butterfly and Nature Conservatory and State Harbor are located 4.9 km and 1.5 km from the Sunrise Suites Bonaire Suite #210 respectively.

FromC$ 281 /nightSelect

Sunrise Suites Barbados Suite #204Apartment

8.6

Great16 reviews

6 adults

2 bedrooms

3 beds

Located in Key West and at a 4.3 km distance from Key West Cemetery, the Sunrise Suites Barbados Suite #204 features a Jacuzzi and an outdoor swimming pool for guest's pure relaxation.

FromC$ 297 /nightSelect

Kawama Yacht Club ApartmentApartment

9.0

Perfect3 reviews

4 adults

2 bedrooms

3 beds

The Kawama Yacht Club Key Largo is set about a 7-minute walk from YMCA Park and 0.8 km from Dolphins Plus Marine Mammal Responder.

FromC$ 616 /nightSelect

Coconut Beach ResortApartment

8.6

Great30 reviews

The largest option:

4 adults

1 bedroom

2 beds

Key West Butterfly and Nature Conservatory and Key West Lighthouse are located 1.1 km and 1.2 km from the Coconut Beach Resort respectively.

FromC$ 284 /nightSelect

TrumanVilla

4 adults

2 bedrooms

2 beds

Situated in the Duval district, the Truman offers quick access to Key West International airport within 10 minutes' drive.

FromC$ 324 /nightSelect

Colors On WhiteApartment

8.4

Great26 reviews

The largest option:

4 adults

1 bedroom

2 beds

Featuring an outdoor swimming pool, the Colors On White lies in a historic area, within a 6-minute stroll of Key West Cemetery.

FromC$ 349 /nightSelect

Unique Houseboat On Dry LotVilla

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Seaside ManorVilla

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Windy Point Oceanfront OasisVilla

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Ocean View Treehouse Double King Suite 3403Villa

FromC$ 396 /nightSelect

A409 Moon BayVilla

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Ocean Oasis IIIVilla

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Waterfront Luxury Villa 13 With Sunset ViewVilla

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Waterfront Luxury Villa 21 With Sunset Views And Boat SlipVilla

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Waterfront Luxury Villa 29 With Sunset Views And Boat SlipVilla

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Waterfront Luxury Villa 30 With Sunset Views And Boat SlipVilla

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Waterfront Luxury Villa 34 With Sunset Views And Boat SlipVilla

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Waterfront Luxury Villa 42 With Sunset Views And Boat SlipVilla

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Waterfront Luxury Villa 43 With Sunset Views And Boat SlipVilla

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Waterfront Luxury Villa 51 With Sunset Views And Boat SlipVilla

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Waterfront Luxury Villa 54 With Sunset Views And Boat SlipVilla

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Waterfront Luxury Villa 59 With Sunset Views And Boat SlipVilla

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Waterfront Luxury Home With Pool And Boat DockVilla

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Waterfront Luxury Villa 19 With Sunset Views And Boat SlipVilla

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Waterfront Luxury Villa 35 With Boat Slip And Sunset ViewsVilla

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Waterfront Luxury Villa 14 With Sunset Views And Boat SlipVilla

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Brand New Luxury Oceanfront Home W Pool, 38' SlipVilla

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Super Snapper Lux W/Heated Pool, Tiki, Dock, LanaiVilla

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Tropical Daze Oceanfront ParadiseApartment

FromC$ 452 /nightSelect

New Kamp - Rooftop PenthouseApartment

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Key Largo Home - Heated Pool - Outdoor KitchenVilla

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Three Duval Street Suites W Parking And PoolVilla

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Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key TwoApartment

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Seabreeze HavenVilla

FromC$ 649 /nightSelect

Coastal BlissVilla

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Waterfront Beach House With Dock & Heated PoolVilla

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Waterfront Key Largo Condo A210 SunsetsApartment

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Old Town Main House Guest House Close To DuvalVilla

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Joan'S Caribbean HideawayVilla

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11 Cottage Close To Duval StVilla

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Carsten Lane CottageVilla

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Renovated Corner UnitVilla

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Old Town GetawayVilla

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Casita Casa MarinaVilla

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Mermaid Manor Waterfront Haven Hot Tub DockVilla

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Casa153Villa

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Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 BathroomVilla

FromC$ 927 /nightSelect

Casa SeahorseVilla

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Keys Paradise!Villa

FromC$ 322 /nightSelect

Half-Mi To Boat Ramp Canal-Front Florida Keys GemVilla

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Casa De Sunshine HomeVilla

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Fisherman'S Gem HomeVilla

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Seas The Day TownhomeVilla

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The Samana Cay - Sunrise SuitesApartment

FromC$ 647 /nightSelect

Moon Bay C1 Key Largo Sunsets - 2 Bedroom Townhouse Sleeps 4Apartment

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The Reef At Marathon, Florida KeysApartment

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Paridise Luxury & Fishing Canal HomeVilla

FromC$ 855 /nightSelect

Zen VillaVilla

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Blackbeard RetreatVilla

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Hidden Gem Duplex In Heart Of Islamorada Sleeps 8Villa

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Key Largo Home With Spa And PoolVilla

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Salty Mermaid Ocean Pointe 4406Villa

FromC$ 408 /nightSelect

Ricky'S Retreat - Truman @ Duval Unit AApartment

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Heavenly Hideaway Ocean Pointe 3306Villa

FromC$ 393 /nightSelect

The Admirals Estate By Last Key RealtyVilla

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Infinite Horizons By Last Key RealtyVilla

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Key Largo Oceanfront Oasis With Pool And Hot TubVilla

FromC$ 2 318 /nightSelect

Brand New Oceanside Paradise Waterfront With Pool And Hot TubVilla

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On The RocksVilla

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Island PearlsVilla

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Maryann'S PlaceVilla

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Sweet TeeVilla

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Booty CayeVilla

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Peachy KeenVilla

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Jasmine PlaceVilla

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Holiday rentals in Florida Keys essential information

🏨 Holiday rentals in Florida Keys	1256
👛 Lowest price	91 CAD
✍️ Holiday rentals Reviews	997

FAQs about hotels in Florida Keys

Our FAQs contain 6 questions about Florida Keys hotels.

What are the cheapest holiday rentals in Florida Keys?

If you're searching for the cheap accommodation, iBooked.ca offers 3 options to select from. We recommend Sunrise Suites Resort (rating: 7.8/10) at the cost of 443C$ per night. Visitors can enjoy a gym, a swimming pool and a gym area, as well as room service and a laundry room on site. Another top cheap option is Sombrero Siesta rated 7.0/10 featuring windsurfing, snorkelling and cycling at the price of 283C$ per night.

What are the top holiday rentals with pools in Florida Keys?

To swim and relax around the pool without leaving your holiday rental, iBooked.ca offers 59 deals to select from. We recommend Ocean Pointe Suites At Key Largo (rating: 7.2/10) providing a tennis court, a private swimming pool and an outdoor heated swimming pool on site. It costs 454C$ per night. Alternatively, book Key West Harbour Oceanfront Suites rated 7.2/10 for 636C$ per night. It offers rooms with a balcony and a flat-screen television.

What are the most favoured pet-friendly holiday rentals in Florida Keys?

If you want to stay in Florida Keys with your pet, iBooked.ca offers 25 accommodations to select from. Check Colors On White (rating: 7.0/10) at the cost of 515C$ per night. It's placed 1.5 km from Jackson Square and provides an outdoor swimming pool, cots and a free carpark on site.

What are the best beachfront holiday rentals in Florida Keys?

One of the coolest holiday rentals is Ocean Pointe Suites At Key Largo rated 7.2/10 offering a tennis court, an outdoor swimming pool and a private swimming pool on site. It's located 500 metres from the beach.

What are the top Florida Keys holiday rentals near Fort East Martello Museum?

IBooked.ca offers 9 holiday rentals, which are within a short walk of Fort East Martello Museum. You may like Sunrise Suites Resort (rating: 7.8/10) for 443C$ per night, located 1.4 km from Fort East Martello Museum. It features a gym, a swimming pool and the gym, as well as room service and laundry.

What are the top Florida Keys holiday rentals near Key West?

According to iBooked.ca travel data, there are 56 deals to select from. You may check Key West Harbour Oceanfront Suites (rating: 7.2/10) at the cost of 636C$ per night. This nice apartment offers a balcony and flat-screen TV on site. Also check Sunrise Suites Resort (rating: 7.8/10) at the cost of 443C$ per night. It offers a gym, ironing and a swimming pool on site.

Holiday rentals in Florida Keys

Search among available holiday rentals in Florida Keys from 50+ providers

Holiday rentals in Florida Keys essential information

FAQs about hotels in Florida Keys

What are the cheapest holiday rentals in Florida Keys?

What are the top holiday rentals with pools in Florida Keys?

What are the most favoured pet-friendly holiday rentals in Florida Keys?

What are the best beachfront holiday rentals in Florida Keys?

What are the top Florida Keys holiday rentals near Fort East Martello Museum?

What are the top Florida Keys holiday rentals near Key West?