
Boca Chica Key Rentals

- From $379 per night (USD)
VRBO
Newly Renovated* Water Front Property*Saltwater Pool*Gated*Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This Exclusive Ocean Front Condo is 10 miles from Downtown Key West. It is a very quiet unit in a gated community with 8 ...
From $379 per night (USD)VRBO
- From $446 per night (USD)
Expedia
Blue Water Oasis
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Feel like you are living on the water. Every window has a water view. Private end unit. If you want a real get a away th ...
From $446 per night (USD)Expedia
- From $864 per night (USD)
VRBO
Key West Luxury Houseboat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2 BDRM 2.5 BATH. SLEEPS 6. OPEN OCEAN VIEW. POOL, PRIVATE BEACH, RESTAURANT, BAR, GYM, TIKI, LAUNDRY ON BOARD. 15 MIN F ...
From $864 per night (USD)VRBO
- From $1336 per night (USD)
Expedia
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome aboard the The Thirsty Lady with 3 bedrooms and 3 baths, your own private Sailboat that also includes your Saili ...
From $1336 per night (USD)Expedia
- From $144 per night (USD)
VRBO
Sunsets over the water
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sunset views over the water has this large 1/1 with 1 assigned parking space. Only a few minutes from the Island of Key ...
From $144 per night (USD)VRBO
- From $472 per night (USD)
Expedia
3 Bedroom 2 Bath Ocean view Condo with Full Kitchen, Covered Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A slice of paradise just for you. Quietly enjoy a quintessential view of the Atlantic Ocean and mangrove estuary that wi ...
From $472 per night (USD)Expedia
- From $598 per night (USD)
VRBO
Private Paradise, Waterfront Home - 15 minutes from Key West-28 day minimum stay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our stunning 4-bedroom vacation home in the heart 15 minutes from Key West! Nestled in the beautiful mangrove ...
From $598 per night (USD)VRBO
- From $279 per night (USD)
Expedia
34’ Catamaran Sailboat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Keys living!!! Come enjoy a relaxing vacation on a 34’ catamaran sailboat, enjoying local sandbars upon charter request( ...
From $279 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Perfect Holiday on the water
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Reserve a stay in our waterfront home located on a deep canal with easy access to the Gulf and Atlantic. The home is loc ...
From $283 per night (USD)VRBO
- From $778 per night (USD)
Expedia
3 bedroom 2 bath Ocean front condo on marina with opt boat slip.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
3 bedroom 2 bathroom Ocean front condo. Full service marina on site. Restaurant/bar on site. Pool and spa Optional 50 ...
From $778 per night (USD)Expedia
- Click For Pricing
VRBO
Oceanfront Marina Condo With All Luxuries
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your spacious oceanfront balcony will be a front row seat for a panorama of azure blue ocean and sky. There are touches ...
Click For PricingVRBO
- From $703 per night (USD)
Expedia
OCEAN MEMORIES CONDO- 2 Bedroom, 2 Bath Oceanfront w/ Pool & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
*Ocean Memories is the perfect Key West Escape* Wake Up to Amazing Ocean Views Start your day in tranquility, waking u ...
From $703 per night (USD)Expedia
- Click For Pricing
VRBO
Breathtaking Ocean views with immediate Ocean access! Welcome home!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relaxing Ocean views with immediate ocean access. Enjoy boating, kayaking, fishing from your large backyard. Walking d ...
Click For PricingVRBO
- From $730 per night (USD)
Expedia
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is paradise! Wake up to a gentle breeze and birds singing just outside your balcony. Watch the sunrise over the oce ...
From $730 per night (USD)Expedia
- Click For Pricing
VRBO
Trawler 34 Californian Houseboat Fisherman's Cottage and Man Cave
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
36' Californian Cruiser/ MANCAVE NO FRILLS 1979 Portland Oregon 36 Californian Cruiser 1979 34'6" CALIFORNIAN MARSHALL ...
Click For PricingVRBO
- From $500 per night (USD)
Expedia
'Oceanside Oasis' Direct Ocean Views & 3 BR'S
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Imagine waking up every morning to the sun rising over the Atlantic Ocean. That's what you will experience with this bea ...
From $500 per night (USD)Expedia
- Click For Pricing
VRBO
Beautiful Stock Island Rental ~10 Min from Downtown Key West
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the tropics without leaving the states! Relax, and catch your breath while enjoying ocean views from the large pri ...
Click For PricingVRBO
- From $477 per night (USD)
Expedia
Private Parking & Waterfront - Grand Marina Suite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: A beautiful oceanfront suite located at the best marina in the Keys. Situated on the glistening Atlantic Ocean, ...
From $477 per night (USD)Expedia
- From $507 per night (USD)
VRBO
Private Parking & Waterfront - Grand Marina Suite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: A beautiful oceanfront suite located at the best marina in the Keys. Situated on the glistening Atlantic Ocean, ...
From $507 per night (USD)VRBO
- From $461 per night (USD)
Expedia
Private Parking & Waterfront - Grand Marina Suite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: A beautiful oceanfront suite located at the best marina in the Keys. Situated on the glistening Atlantic Ocean, ...
From $461 per night (USD)Expedia
- From $1736 per night (USD)
VRBO
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Free Spirit is a 75' Hatteras that has been meticulously cared for. She is the ideal location for gatherings of fami ...
From $1736 per night (USD)VRBO
- From $267 per night (USD)
Expedia
House, deck, navigable channel to open sea, 10 minutes to Duval St.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
New remodeling house 2/2, laundry inside, jacuzzi, large parking lot, entirely furnished kitchen, quite neighborhood, lo ...
From $267 per night (USD)Expedia
- Click For Pricing
VRBO
Waterfront, Single-Story Home on a Canal w/ Dock, Kayaks, AC - 1 Small Dog OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sapphire Sabbatical Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
Click For PricingVRBO
- From $239 per night (USD)
Expedia
Canalside condo with private dock, boat ramp, water-view patio, central AC & W/D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Jewel on Jade Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $239 per night (USD)Expedia
- From $313 per night (USD)
VRBO
Fisherman's Paradise on the Water
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Reserve a piece of paradise in our waterfront home. This beautiful home is located just 7 miles from the entrance of Key ...
From $313 per night (USD)VRBO
- Click For Pricing
Expedia
Ocean Front, Private home with Boat Dock, 3 bedroom
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream home in the Keys/ Big Coppitt! This stunning single-family home boasts 3 bedrooms, 2 bathrooms, a ...
Click For PricingExpedia
- From $579 per night (USD)
VRBO
Custom Pool home with Dazzling Ocean Views of the crystal clear Florida Keys waters!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Introducing Sapphire Sunsets - Your Open Water Sunset View Retreat Paradise awaits behind the gates of Sapphire Sunsets ...
From $579 per night (USD)VRBO
- From $558 per night (USD)
Expedia
3 Bedroom 2 Bath Oceanfront Condo quiet and secluded adjacent to Hotel/Marina
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Living room, Dining room and kitchen all enjoy stunning views of the Atlantic Ocean. Master bedroom and Master bath also ...
From $558 per night (USD)Expedia
- Click For Pricing
VRBO
Tasteful waterfront mobile home with central AC, W/D, & dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The North Star Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
Click For PricingVRBO
- From $220 per night (USD)
Expedia
2 BD 2 BA canal front home minutes from Key West with parking & dock space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
AGE REQUIREMENT: Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their ...
From $220 per night (USD)Expedia
- From $293 per night (USD)
VRBO
The Local's favorite spot.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The best of living on the water, just 10 miles from Key West on a canal with 35 ft. water frontage and direct access to ...
From $293 per night (USD)VRBO
- From $334 per night (USD)
Expedia
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
NESTLED IN THE HEART OF PARADISE… Stunning views of the ocean and nature surround you in this lovely getaway. Your soul ...
From $334 per night (USD)Expedia
- From $305 per night (USD)
VRBO
HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A SIMPLE GETAWAY… If you are craving a simple yet sensational taste of paradise, look no further. This small but mighty ...
From $305 per night (USD)VRBO
- From $318 per night (USD)
Expedia
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A TRANQUIL GETAWAY FOR 6… Welcome to captivating views of the ocean ideal for unwinding and unpluging from reality. You ...
From $318 per night (USD)Expedia
- From $298 per night (USD)
VRBO
Coppitt Cottage - 2/2, private backyard with waterfall and hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Take a break and unwind at this peaceful oasis. Full house rental on Big Coppitt Key, only 6 miles from Key West. Live ...
From $298 per night (USD)VRBO
- From $433 per night (USD)
Expedia
3 Bedroom 2 Bath Pool Home with Boating
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to this beautiful 3 bedroom 2 bath pool home located on a great canal with awesome open water and sunset views!! ...
From $433 per night (USD)Expedia
- From $3950 per night (USD)
VRBO
Luxury Motor Yacht Ready II Play
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Elevate your vacation experience by staying dockside aboard Motor Yacht Ready II Play, located on beautiful Okaloosa Isl ...
From $3950 per night (USD)VRBO
- From $634 per night (USD)
Expedia
Oceans Edge Key West Resort, Hotel & Marina!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This stylish place to stay is perfect for group trips. This smoke-free hotel features a marina, 6 outdoor pools, and a r ...
From $634 per night (USD)Expedia
- From $1450 per night (USD)
VRBO
Oceans Edge Key West Resort, Hotel & Marina!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay in an upscale place that's near everything you want to visit. Located in Key West, Oceans Edge Key West Resort, Hot ...
From $1450 per night (USD)VRBO
- From $728 per night (USD)
Expedia
**INFINITE HORIZONS @ BIG COPPITT** Waterfront Home & Pool + LAST KEY SERVICES…
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! As if a vacat ...
From $728 per night (USD)Expedia
- Click For Pricing
VRBO
Ocean Front Lower Keys on Stock Island, 3/2 luxury condo at the Ocean's Edge!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This ocean front 3/2 condominium is fully equipped with all the amenities you will need for a relaxing stay. The gated c ...
Click For PricingVRBO
- From $816 per night (USD)
Expedia
2BR Apt in Oceanview Resort w/ Sunset Cruises & Poolside Relaxation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $816 per night (USD)Expedia
- Click For Pricing
VRBO
2 Suites Oceanview Balcony King at Oceans Edge Key West, Full Service Marina
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
Click For PricingVRBO
- From $364 per night (USD)
Expedia
Oceanview Balcony King Suite at Oceans Edge Key West, Sunset Cruises
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $364 per night (USD)Expedia
- Click For Pricing
VRBO
Ocean View Balcony King Room at Oceans Edge, Panoramic Water Views, Pets Welcome
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
Click For PricingVRBO
- From $408 per night (USD)
Expedia
Serene Retreat w/ Waterfront Balcony & Easy Access to Paddleboarding
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $408 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Room in Coastal Resort w/ Oceanview - Six Pools & Pvt Oceanview Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $379 per night (USD)VRBO
- From $390 per night (USD)
Expedia
Elegant Resort Room w/ Paddleboards, Kayaks & Breathtaking Oceanviews
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $390 per night (USD)Expedia
- From $758 per night (USD)
VRBO
2 Suites 2 Queen w/ Oceanview at Oceans Edge Resort, Kayak Rentals, 6 Pools
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $758 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Oceanview Balcony 2 Queen Room at Oceans Edge Resort, Six Saltwater Pools
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $351 per night (USD)Expedia
- From $779 per night (USD)
VRBO
2 Cozy Resort Rooms Perfect for Family Vacations, Enjoy Pools & Water Activities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $779 per night (USD)VRBO
- Click For Pricing
Expedia
Ocean View Balcony 2 Queen at Oceans Edge Key West, Saltwater Pools - 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
Click For PricingExpedia
- From $850 per night (USD)
VRBO
2 Charming Oceanfront Rooms w/ Full-Service Marina & Bike Rentals - Pets Welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $850 per night (USD)VRBO
- Click For Pricing
Expedia
Comfortable Family Resort Room w/ Ocean Views, Kayak Rentals & Six Pools
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
Click For PricingExpedia
- From $426 per night (USD)
VRBO
Ocean View Balcony 2 Queen Suite at Oceans Edge Resort, Marina Access, 6 Pools
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $426 per night (USD)VRBO
- From $1759 per night (USD)
VRBO
Ocean's Edge | Lux Resort | Concierge | Marina
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Oceans Edge Key West Hotel & Marina is a luxurious resort located on the serene Stock Island, just minutes from the vibr ...
From $1759 per night (USD)VRBO
- From $1945 per night (USD)
VRBO
Sleeps 6 | Lux Resort | Pool | Hot Tub | Concierge
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Oceans Edge Key West Hotel & Marina is a luxurious resort located on the serene Stock Island, just minutes from the vibr ...
From $1945 per night (USD)VRBO
- From $1745 per night (USD)
VRBO
Prestigious | Gym | Pool | Marina | Concierge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Oceans Edge Key West Hotel & Marina is a luxurious resort located on the serene Stock Island, just minutes from the vibr ...
From $1745 per night (USD)VRBO
- From $393 per night (USD)
VRBO
4BR/3BA Waterfront Home w/ Pool, Tiki Bar, Dock, close to Key West, Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Blue Gem! We’re so glad you’re considering Blue Gem for your next getaway! This beautiful 4-bedroom, 3-bathro ...
From $393 per night (USD)VRBO
- From $944 per night (USD)
Expedia
3-bedroom condo in Key West with 180 degree Ocean View\/Marina View Cold AC, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Key West is waiting for you at this 3-bedroom Condo. Spectacular 180 degree view of the Ocean and Yachts in the Marina. ...
From $944 per night (USD)Expedia
- From $351 per night (USD)
VRBO
Mermaid Landing, with Private Beach and Mini Golf Course
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Dive into paradise at Mermaid Landing, your ultimate tropical escape nestled in the enchanting Florida Keys! Newly renov ...
From $351 per night (USD)VRBO
- From $466 per night (USD)
Expedia
Ritaville | New! Waterfront Paradise with Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Ritaville | New! Waterfront Paradise with Private Pool Experience a serene retreat at Ritaville, a stunning waterfront ...
From $466 per night (USD)Expedia
- From $403 per night (USD)
VRBO
Charming catamaran sailboat with AC, pool in stock island yacht club, Key West.
- Bedrooms:
- 0
- Bathrooms:
- 2
- Sleeps:
- 3
**Escape to Paradise on a Floating Retreat in Key West!** Welcome to your unforgettable getaway aboard this gemini sa ...
From $403 per night (USD)VRBO
- From $675 per night (USD)
Expedia
3-bedroom ocean view condo in delightful Key West with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover this delightful 3-bedroom gem in Key West. This charming condo features 1 king bed, 1 queen bed, and 2 twin bed ...
From $675 per night (USD)Expedia
- Click For Pricing
VRBO
Dock + Balcony: Serene Big Coppitt Key Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Water-View Deck | Watersports Equipment Provided | Desk & Printer Your next relaxing island retreat awaits at this sere ...
Click For PricingVRBO
- From $128 per night (USD)
Expedia
Cheerful home with waterfront canal and boat dock on Big Coppit key- 28 day min
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
This canal front home is located in the gated community of Seaside Resort in Big Coppit, only 15 minutes to Key West. Th ...
From $128 per night (USD)Expedia
- From $347 per night (USD)
VRBO
Dream vacation home with open water views, boating, pools in Geiger Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the ultimate waterfront retreat—a stunning, sun-drenched two bedroom, two bathroom home sitting right on the ...
From $347 per night (USD)VRBO