Boca Chica Key Rentals
From $795 per night (USD)VRBO
**INFINITE HORIZONS** Waterfront Home & Pool + Last Key White Glove Service...
- 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 $795 per night (USD)VRBO
From $388 per night (USD)Expedia
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 $388 per night (USD)Expedia
From $339 per night (USD)VRBO
The Great Escape: 3BR Waterfront Retreat, Heated Pool, Stunning Sunsets & Just Minutes to Key West
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $339 per night (USD)VRBO
From $232 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
Beautifully situated among the palms and right on a canal that leads out to open water, this three-bedroom home on Big C ...
From $232 per night (USD)Expedia
From $341 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 $341 per night (USD)VRBO
From $907 per night (USD)VRBO
Stylish Oceanfront Vacation Rental with Private Beach, Pool, and Hot Tub in Florida Keys
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 14
Located on the paradise-like island of Shark Key, around seven miles from Key West, this phenomenal oceanfront vacation ...
From $907 per night (USD)VRBO
From $359 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 $359 per night (USD)VRBO
From $540 per night (USD)Expedia
Blue Gem - Waterfront Luxury - Tiki Bar - Pool - Boat Dock - 4BD/3Bath
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Blue Gem, your private paradise in the Lower Florida Keys! This 4-bedroom, 3-bathroom canal-front home offers ...
From $540 per night (USD)Expedia
From $441 per night (USD)VRBO
Beautiful 3 bedroom 2 bath pool house close to Key West
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this beautiful 3 bedroom 2 bath home located on a great canal with awesome open water and sunset views!! This ...
From $441 per night (USD)VRBO
From $124 per night (USD)VRBO
Canal Front Home Cute and Cozy w/ 32ft boat slip
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your Key West home away from home! This charming canal-front retreat offers the perfect blend of comfort, con ...
From $124 per night (USD)VRBO
From $588 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 $588 per night (USD)VRBO
From $248 per night (USD)Expedia
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 $248 per night (USD)Expedia
From $249 per night (USD)VRBO
House, deck, dock, navigable channel to open sea, 10 min. driving 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 $249 per night (USD)VRBO
From $1007 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 $1007 per night (USD)Expedia
From $733 per night (USD)VRBO
OCEAN MEMORIES CONDO- 2 Bedroom, 2 Bath Oceanfront w/ Pool & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
*Oceanfront Escape with Breathtaking Views – Steps from the Marina* Awaken each morning to breathtaking sunrises stret ...
From $733 per night (USD)VRBO
From $483 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 $483 per night (USD)Expedia
From $580 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 $580 per night (USD)VRBO
From $12256 per night (USD)Expedia
Houseboat in Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Located in Key West, this houseboat lets you experience it all. Fans of nature and the outdoors will love being 14 mi ...
From $12256 per night (USD)Expedia
From $12530 per night (USD)VRBO
Love Shack: 2-bedroom houseboat with decks and views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Nestled in Key West, this vacation home brings it all within your reach. Fans of nature and the outdoors will love be ...
From $12530 per night (USD)VRBO
From $811 per night (USD)Expedia
Luxury 2 stateroom Yacht FREE TIME
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Skip the hotel room-own the horizon. Step aboard FREE TIME, your 50-foot floating suite in Key West. Two ensuite stater ...
From $811 per night (USD)Expedia
From $615 per night (USD)VRBO
2-bedroom boat in enchanting Key West with AC and fitness room
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is Unit 2. We have two identical vessels like this you can book individually or together! Luxury 46-ft Sea Ray ya ...
From $615 per night (USD)VRBO
From $1036 per night (USD)Expedia
Glorious Yacht Stay Key West - 4 BDRMS and Amenities!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious 46-ft Lagoon catamaran in Key West! 4 private ensuite cabins sleep up to 12 guests. Enjoy panoramic views from ...
From $1036 per night (USD)Expedia
From $659 per night (USD)VRBO
Romantic Yacht Stay Key West + Amenities Unit 1
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Luxury 46-ft Sea Ray yacht in Key West! Sleep up to 6 guests in 2 private cabins, each with ensuite bath and A/C. Perfec ...
From $659 per night (USD)VRBO
From $527 per night (USD)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 ...
From $527 per night (USD)VRBO
From $618 per night (USD)VRBO
3-bedroom catamaran with pool and beach access in amazing Key West!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Wake up to gentle waves aboard Serenova, a luxurious 58' Leopard catamaran docked at Stock Island Yacht Club. Enjoy the ...
From $618 per night (USD)VRBO
From $257 per night (USD)Expedia
3-bedroom boat in cool Key West with air conditioning
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
The paired pontoon boat with this stay is a separete payment from your stay payment and is required within 7 days of the ...
From $257 per night (USD)Expedia
From $3121 per night (USD)VRBO
Delightful 6-bedroom boat in vibrant Key West perfect for adventure
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Atlantia is a 67-foot luxury power catamaran docked in Key West, offering a private floating retreat with the space and ...
From $3121 per night (USD)VRBO
From $1996 per night (USD)VRBO
Lux Yacht Stay Private Resort Style with Amenities! Pool, fitness center, beach
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 13
Ahoy! We invite you to ditch the overpriced hotels and stay on our two luxury yachts at the Stock Island Yacht Marina. ...
From $1996 per night (USD)VRBO
From $549 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 $549 per night (USD)VRBO
From $1331 per night (USD)Expedia
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
The Free Spirit is a 75' Hatteras that has been meticulously cared for. She is the ideal location for gatherings of fami ...
From $1331 per night (USD)Expedia
From $540 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 $540 per night (USD)VRBO
From $634 per night (USD)Expedia
Grand Marina Suite - Poolside & Waterfront Condo
- 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 $634 per night (USD)Expedia
From $567 per night (USD)VRBO
Grand Marina Suite - Poolside & Waterfront Condo
- 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 $567 per night (USD)VRBO
From $564 per night (USD)Expedia
Grand Marina Suite - Poolside & Waterfront Condo
- 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 $564 per night (USD)Expedia
From $746 per night (USD)VRBO
Luxury 2BR Condo • Oceans Edge Resort, Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy breathtaking ocean views from this 2BR/2BA condo at Oceans Edge Resort in Key West. The master suite features a ki ...
From $746 per night (USD)VRBO
From $802 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 $802 per night (USD)Expedia
From $551 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 $551 per night (USD)VRBO
From $383 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 $383 per night (USD)VRBO
From $1948 per night (USD)VRBO
Ready II Play: Luxury Motor Yacht
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome aboard Motor Yacht Ready II Play, a 115-foot luxury vessel offering a unique and unforgettable vacation experien ...
From $1948 per night (USD)VRBO
From $1710 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 $1710 per night (USD)VRBO
From $2387 per night (USD)VRBO
2/2 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 $2387 per night (USD)VRBO
From $469 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 and newly furnished ...
From $469 per night (USD)Expedia
From $478 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 $478 per night (USD)VRBO
From $481 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 unplugging from reality. You ...
From $481 per night (USD)Expedia