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Boca Chica Key Rentals
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- From $444 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 $444 per night (USD)VRBO
- From $1151 per night (USD)
VRBO
Key West Luxury Houseboat
- Bedrooms:
- 3
- 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 $1151 per night (USD)VRBO
- From $1486 per night (USD)
VRBO
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
- Bedrooms:
- 3
- 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 $1486 per night (USD)VRBO
- From $144 per night (USD)
Expedia
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)Expedia
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VRBO
Key West Yacht Dream Vacations
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 1
Come aboard for your dream yacht vacation. Docked at one of the most exclusive marinas in the Key West area,. This 66' f ...
Click For PricingVRBO
- From $453 per night (USD)
VRBO
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 $453 per night (USD)VRBO
- From $724 per night (USD)
VRBO
Waterfront House on Large Private Lot-15 minutes from Key West
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our private island retreat! We absolutely love every minute of the time we spend here and think you will, too ...
From $724 per night (USD)VRBO
- From $291 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 $291 per night (USD)Expedia
- From $546 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 $546 per night (USD)VRBO
- From $837 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 $837 per night (USD)Expedia
- From $611 per night (USD)
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 ...
From $611 per night (USD)VRBO
- From $675 per night (USD)
Expedia
Oceanfront Two-bedroom Gated Condominium adjacent to Marina & Restaurant
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**Perfect Getaway for Young & Old!** Imagine this: from the comfort of your bed, you wake up to a beautiful sun rising ...
From $675 per night (USD)Expedia
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VRBO
Manufactured Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Cute 2 bedrooms 2 bath + 2 extra rooms, kitchen, laundry room, 2 living spaces, deck on canal opening to the Gulf of Mex ...
Click For PricingVRBO
- From $3708 per night (USD)
Expedia
Sailing Catamaran in Key West with Captain and Mate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Purpus is a Bali 4.1 catamaran, which are famous for their groundbreaking and spacious design provides a huge amount of ...
From $3708 per night (USD)Expedia
- From $257 per night (USD)
VRBO
Boater's Delight 10 Miles from Key West!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy living on the water, only 4 houses back from the Atlantic Ocean, by taking advantage of our special Fall Rates fro ...
From $257 per night (USD)VRBO
- From $286 per night (USD)
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 ...
From $286 per night (USD)VRBO
- From $668 per night (USD)
VRBO
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 condo. Watch the sunrise over the ocean ...
From $668 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $611 per night (USD)
VRBO
'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 $611 per night (USD)VRBO
- From $301 per night (USD)
Expedia
EMERALD ISLE in Big Coppitt Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
***This is a monthly rental only.*** Welcome to Emerald Isle! Quiet mornings and spectacular sunsets can be viewed from ...
From $301 per night (USD)Expedia
- From $542 per night (USD)
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 ...
From $542 per night (USD)VRBO
- From $505 per night (USD)
Expedia
Grand Marina Suite by Brightwild | Waterfront
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: A beautiful oceanfront suite located at the best marina in the Keys. Situated on the glistening Atlantic Ocean, ...
From $505 per night (USD)Expedia
- From $458 per night (USD)
VRBO
Grand Marina Suite by Brightwild | Waterfront
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: A beautiful oceanfront suite located at the best marina in the Keys. Situated on the glistening Atlantic Ocean, ...
From $458 per night (USD)VRBO
- From $458 per night (USD)
Expedia
Grand Marina Suite by Brightwild | Waterfront
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: A beautiful oceanfront suite located at the best marina in the Keys. Situated on the glistening Atlantic Ocean, ...
From $458 per night (USD)Expedia
- From $1471 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 $1471 per night (USD)VRBO
- From $248 per night (USD)
VRBO
Best of Both Worlds! 3 bedroom, pool, canal, boat dock. 9 miles from downtown!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Rockland Key Rental House is a cute Key West home that is located only 9 miles from Key West. So enjoy the quaint and qu ...
From $248 per night (USD)VRBO
- From $267 per night (USD)
VRBO
House, deck, navigable channel to open sea, 10 minutes to Duval St.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New remodeling house 2/2, laundry inside, jacuzzi, large parking lot, entirely furnished kitchen, quite neighborhood, lo ...
From $267 per night (USD)VRBO
- From $192 per night (USD)
Expedia
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 ...
From $192 per night (USD)Expedia
- From $208 per night (USD)
VRBO
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 $208 per night (USD)VRBO
- From $369 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 $369 per night (USD)VRBO
- From $171 per night (USD)
VRBO
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 ...
From $171 per night (USD)VRBO
- From $539 per night (USD)
VRBO
Custom Pool home with Dazzling Ocean Views of the crystal clear Florida Keys waters!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Introducing Sapphire Sunsets - Your Open Water Sunset View Retreat Paradise awaits behind the gates of Sapphire Sunsets ...
From $539 per night (USD)VRBO
- From $464 per night (USD)
VRBO
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 $464 per night (USD)VRBO
- From $310 per night (USD)
VRBO
Island Time Family & Dog Friendly Getaway- Big Coppitt Key seasonal discount 15%
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Now offering a 15% discount during April, May and June 2024 with a 28 day minimum stay! Wake up to Island living with t ...
From $310 per night (USD)VRBO
- From $514 per night (USD)
VRBO
Oceanfront 3 bedroom gated Condominium adjacent Marina, and Restaurant.
- 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 $514 per night (USD)VRBO
- From $218 per night (USD)
Expedia
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 ...
From $218 per night (USD)Expedia
- From $216 per night (USD)
VRBO
Bonefish Lodge-2 bedroom 2bath canal front home w\/trailer parking, dock space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and prim ...
From $216 per night (USD)VRBO
- From $293 per night (USD)
Expedia
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)Expedia
- From $539 per night (USD)
VRBO
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 $539 per night (USD)VRBO
- From $377 per night (USD)
Expedia
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 $377 per night (USD)Expedia
- From $416 per night (USD)
VRBO
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 $416 per night (USD)VRBO
- From $298 per night (USD)
Expedia
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)Expedia
- From $675 per night (USD)
VRBO
3BD\/2BA Waterfront Townhome w\/ Open Water Views, Beach, and Waterside Pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
YOUR TROPICAL PARADISE AWAITS. This 3BD/2BA townhome is located just 15 miles from downtown Key West in the exclusive g ...
From $675 per night (USD)VRBO
- From $373 per night (USD)
VRBO
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 $373 per night (USD)VRBO
- From $179 per night (USD)
VRBO
Sailboat Getaway in Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy below-deck life during a one-of-a-kind stay on Stock Island. Our currently docked sailboat offers a unique twist t ...
From $179 per night (USD)VRBO
- From $2653 per night (USD)
Expedia
Spacious luxury super yacht
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Take your vacation to the next level by staying on this115 foot luxury private yacht. Hot Tub, hammocks, & BBQ on sundec ...
From $2653 per night (USD)Expedia
- From $204 per night (USD)
VRBO
Welcome to Seaside Serenity
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Seaside Serenity, This charming tropical paradise on the water, just 5 miles from Key West, invites you to e ...
From $204 per night (USD)VRBO
- From $855 per night (USD)
VRBO
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 $855 per night (USD)VRBO
- From $855 per night (USD)
VRBO
Oceans Edge Key West Resort, Hotel & Marina!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay in an upscale place that's near everything you want to visit. Located in Key West, Oceans Edge Key West Resort, Hot ...
From $855 per night (USD)VRBO
- 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 $150 per night (USD)
VRBO
Cozy 43' Portofino Yacht with kayaks
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Cozy floating 2 bedroom 1 bath home anchored in beautiful Cow Key Channel. Kayaking and swimming skills is important bec ...
From $150 per night (USD)VRBO
- From $292 per night (USD)
VRBO
Key West\/Surrounded by The Atlantic Ocean\nIncludes 42 Ft Dock Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the beauty of living by the Atlantic Ocean in this newly remodeled 2 bedroom, 2 full bathroom home located ju ...
From $292 per night (USD)VRBO
- From $602 per night (USD)
VRBO
**INFINITE HORIZONS @ BIG COPPITT** Waterfront Home & Pool + LAST KEY SERVICES…
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! As if a vacat ...
From $602 per night (USD)VRBO