Stock Island Rentals
- From $725 per night (USD)
VRBO
Hyatt Beach House- 2 BDR 2BTH Located On The Gulf With Private White Sand Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your private sanctuary at Hyatt Beach House Resort in Key West, where old-fashioned screen-enclosed porches, ...
From $725 per night (USD)VRBO
- Click For Pricing
Expedia
KEY WEST HIDDEN GEM! This studio is available for Fantasy Fest 2024!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This studio unit is located on Roosevelt Avenue in beautiful Key West Florida. Coconut Mallory Resort and Marina boasts ...
Click For PricingExpedia
- From $525 per night (USD)
VRBO
Premium Pool View Residence with Private Balcony
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $525 per night (USD)VRBO
- From $525 per night (USD)
Expedia
Premium Pool View Residence with Private Balcony
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $525 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Presidential Oceanfront Suite with Rooftop Balcony
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $600 per night (USD)VRBO
- From $590 per night (USD)
Expedia
Premium Pool View Residence with Private Balcony
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $590 per night (USD)Expedia
- From $549 per night (USD)
VRBO
Top Floor Pool View Suite with Private Balcony
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $549 per night (USD)VRBO
- From $549 per night (USD)
Expedia
Top Floor Pool View Suite with Private Balcony
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $549 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Premium Pool View Residence with Private Entrance
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $600 per night (USD)VRBO
- From $600 per night (USD)
Expedia
Presidential Ocean View Suite with Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $600 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Presidential Oceanfront Suite with Rooftop Balcony
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $600 per night (USD)VRBO
- From $499 per night (USD)
Expedia
Presidential Oceanfront Suite
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $499 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Premium Pool View Residence with Private Entrance
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $600 per night (USD)VRBO
- From $525 per night (USD)
Expedia
Premium Pool View Residence with Private Balcony
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $525 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Presidential Oceanfront Suite with Rooftop Balcony
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $600 per night (USD)VRBO
- From $600 per night (USD)
Expedia
Presidential Oceanfront Suite with Rooftop Balcony
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $600 per night (USD)Expedia
- From $99 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 $99 per night (USD)VRBO
- From $499 per night (USD)
Expedia
Presidential Oceanfront Suite
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $499 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Premium Pool View Residence with Private Entrance
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $600 per night (USD)VRBO
- From $499 per night (USD)
Expedia
Presidential Oceanfront Suite
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $499 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Premium Pool View Residence with Private Entrance
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $600 per night (USD)VRBO
- From $549 per night (USD)
Expedia
Top Floor Pool View Suite with Private Balcony
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $549 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Presidential Ocean View Suite with Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $600 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Expansive Suite with Rooftop Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $400 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Comfort Residence with Marina Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $400 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Comfort Residence with Marina Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $400 per night (USD)Expedia
- From $326 per night (USD)
VRBO
Expansive Island View Residence
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $326 per night (USD)VRBO
- From $365 per night (USD)
Expedia
Expansive Island View Residence
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $365 per night (USD)Expedia
- From $326 per night (USD)
VRBO
Expansive Island View Residence
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $326 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Expansive Suite with Rooftop Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $400 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Comfort Residence with Marina Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $400 per night (USD)VRBO
- From $549 per night (USD)
Expedia
Top Floor Pool View Suite with Private Balcony
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $549 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Presidential Ocean View Suite with Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $600 per night (USD)VRBO
- From $499 per night (USD)
Expedia
Presidential Oceanfront Suite
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $499 per night (USD)Expedia
- From $933 per night (USD)
VRBO
Hyatt Windward Pointe 2 bdrm 2 ba full kitch view\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom suites sleep 6. Full kitchen, dining area, washer/dryer, balcony terrace. There are mostly 4 night stays, but ...
From $933 per night (USD)VRBO
- Click For Pricing
Expedia
Hyatt Beach House Resort Key West 1-7 nights
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
1 night stays, 2 Bedroom 2 Bath Full kitchen w/all essentials Washer/Dryer elevator & free parking. Some 2 night stays c ...
Click For PricingExpedia
- Click For Pricing
VRBO
Waterfront Retreat, Offshore Boat Races, 7 Nights, Sleeps 6, Beach, Docks, Hyatt
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Hyatt Beach House, a Hyatt Residence Club, your own private sanctuary amongst the lush landscape of Key W ...
Click For PricingVRBO
- From $571 per night (USD)
VRBO
Beautiful Key West Resort! Hyatt Windward Pointe two bedroom. Book now!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We are able to offer 7 night weekly rentals with check-in on Fridays, Saturdays, and Sundays only. Hyatt Windward Poin ...
From $571 per night (USD)VRBO
- From $722 per night (USD)
VRBO
2 x The Scene 2 Queens at The Gates Hotel Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $722 per night (USD)VRBO
- From $622 per night (USD)
VRBO
Paradise Found! 2 Comfortable and Modern Units, Swimming Pool, Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $622 per night (USD)VRBO
- Click For Pricing
VRBO
Make Your Trip More Enjoyable! 3 Perfect Units for Large Group! On-site Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
Click For PricingVRBO
- From $367 per night (USD)
VRBO
Paradise Found! Outdoor Pool, Pets Allowed, Minutes From Smathers Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $367 per night (USD)VRBO
- From $1110 per night (USD)
VRBO
2\/2 BEDROOM SUITE - COCONUT MALLORY MARINA & RESORT - KEY WEST
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Let your spirit rejuvenate and your soul relax in lush tropical surroundings at the Coconut Mallory Marina & Resort! Loc ...
From $1110 per night (USD)VRBO
- From $525 per night (USD)
VRBO
Willie Nelson Week- 2 BR rental Feb 11-18, 2024 Hyatt Beach House on the Water
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top notch quality Hyatt resort on the water with wade-in pool and screened-in porch. This is a 7 day minimum-7 day maxim ...
From $525 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Beautiful Key West Townhome
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Come on in, relax and enjoy our wonderful slice of paradise. Over 2,000 square feet of luxurious living space. Our two b ...
From $350 per night (USD)VRBO
- From $499 per night (USD)
VRBO
7 day rental March 31, 2024 Hyatt Condo. Waterfront-Two BR. Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top notch quality Hyatt resort on the water with wade-in pool and screened-in porch. This is a 7 day minimum-7 day maxim ...
From $499 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Hyatt Windward Point Resort - Top Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
One of 93 exclusive units in a resort-style complex with lush landscape, large free flowing pool, sauna, beach volleybal ...
From $475 per night (USD)VRBO
- From $620 per night (USD)
VRBO
Hyatt Beach House- 2 Bedroom Located On The Gulf With Private White Sand Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We are able to offer 7-night weekly rentals with check-in on Saturdays only. Great destinations in Key West should off ...
From $620 per night (USD)VRBO
- Click For Pricing
Expedia
Key West at a great price! Nov 12 -19 and Dec 4 - 11
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
These two weeks that are available due to cancellations. Take advantage and have fun. A two bedroom apartment for less ...
Click For PricingExpedia
- Click For Pricing
Expedia
2br-2ba Hyatt Key West Florida • Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Celebrate New Years at this beautiful waterfront Hyatt resort in Key West. Enjoy 7 Nights at this beautiful Hyatt Resort ...
Click For PricingExpedia
- Click For Pricing
VRBO
Ultimate Key West Escape! 3 Classy Units for Large Groups! Swimming Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
Click For PricingVRBO
- From $385 per night (USD)
Expedia
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This condo is located approximately three miles from Duval and one mile from Smathers beach. Walking distance to the Oce ...
From $385 per night (USD)Expedia
- From $450 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 $450 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Cozy Salt Pond Condo Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Freshly updated Salt Ponds condo located on Key West minutes from the beach , airport and downtown. Enjoy a soak in the ...
From $285 per night (USD)VRBO
- Click For Pricing
VRBO
Cozy 1 bedroom apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy, clean and private 1 bed 1 bath apartment. Private entrance with free on street parking. Sleeps 4. Sorry, no pets! ...
Click For PricingVRBO
- From $540 per night (USD)
Expedia
Hyatt Windward Pointe 2 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
★Excellent Key West Location - Oceanside Property - 2-Bedroom - 2-Bathroom - Sleeps 6. ★Very Clean - Very Nice Property ...
From $540 per night (USD)Expedia
- From $518 per night (USD)
VRBO
Hyatt Windward Pointe 2 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
★Excellent Key West Location - Oceanside Property - 2-Bedroom - 2-Bathroom - Sleeps 6. ★Very Clean - Very Nice Property ...
From $518 per night (USD)VRBO
- From $210 per night (USD)
VRBO
Less Than 5 Miles to Beach! Gorgeous Room w\/ King Bed, Fantastic Views, Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $210 per night (USD)VRBO
- 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 $241 per night (USD)
VRBO
Ultimate Beach Adventure! Pool, Restaurant, Bar, Bike Rental, Gym,
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $241 per night (USD)VRBO
- Click For Pricing
VRBO
Rare on the island of Key West
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
t's rare on the island of Key West but if you are looking for a beautiful completely renovated home, with privacy, water ...
Click For PricingVRBO
- From $216 per night (USD)
Expedia
Poolside Cottage #411
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of Key West. This s ...
From $216 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Last Stop in Paradise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This historic Key West home is a local favorite and loved for its charm - you will find the inside and outside is just s ...
From $299 per night (USD)VRBO
- From $216 per night (USD)
Expedia
Poolside Cottage #412
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of Key West. This s ...
From $216 per night (USD)Expedia
- Click For Pricing
VRBO
Escape to the Keys! 4 Modern Pet-friendly Units! Parking and EV Charger! Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
Click For PricingVRBO
- Click For Pricing
VRBO
Get Ready for Blissful Getaway! 4 Homely Units! Bike Rentals, Pool and Parking!
- Bedrooms:
- 4
- Bathrooms:
- 0
- Sleeps:
- 16
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
Click For PricingVRBO
- From $195 per night (USD)
VRBO
Island Retreat - Key West Monthly Rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful 2 bed, 2 bath condo is newly listed after a complete renovation, including all new furniture and improvem ...
From $195 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Penthouse in Paradise!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconut Mallory is a waterfront private community that provides resort-style amenities, including two large pools, Jacuz ...
From $450 per night (USD)Expedia
- From $672 per night (USD)
VRBO
Excellent Choice! Three Family-friendly Rooms, Fantastic View, Outdoor Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $672 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Best Spot For Your Next Trip! Deluxe Room w\/ 2 Queen Beds, Onsite Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $225 per night (USD)VRBO
- From $333 per night (USD)
VRBO
Amazing Room with Stunning Ocean View Close to Beach! w\/ Outdoor Swimming Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $333 per night (USD)VRBO
- Click For Pricing
Expedia
Waterfront condo, 2 bed, full kitchen, pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to a Florida destination renowned for its hospitality and relaxed atmosphere. Set on the northeastern corner of t ...
Click For PricingExpedia
- From $178 per night (USD)
VRBO
Dog-friendly, Gulf-front condo with pool, hot tub & gorgeous sunset views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Tarpon Watch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $178 per night (USD)VRBO
- From $750 per night (USD)
Expedia
HYATT RESIDENCE CLUB WINDWARD POINTE RESORT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come to the Hyatt Residence Club, Windward Pointe. Immerse yourself in a location away from the hustle and bustle of Du ...
From $750 per night (USD)Expedia
- From $449 per night (USD)
VRBO
Coconut Mallory Resort Two Bedroom Condo with Full Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Time to chill at the perfect a beer or glass of wine at the bar directly on the water with canal views. Just a mile fro ...
From $449 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Available Oct19-Oct 26 and Oct26-Nov 2 Only these dates are available
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
WINDWARD POINTE HYATT PROPERTY LOCATED AT 3675 S ROOSEVELT BLVD KEY WEST FL. These last two weeks of October available. ...
From $257 per night (USD)VRBO
- From $108 per night (USD)
VRBO
Uptown quiet cottage close to beaches, restaurant & shopping.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Quiet cottage in a located in new town. Quick taxi ride or bus ride to downtown. Do your Duval Crawl & then head back to ...
From $108 per night (USD)VRBO
- From $475 per night (USD)
Expedia
Ocean view 2 bdr-2bath upscale resort in Key West, Florida for July 4th week.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This rental is on the 5th floor of the most beautiful resort in Key West. Hyatt Windward Pointe is right next door to t ...
From $475 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Hyatt Residence Club, Beach House - 2 Bedroom Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A tropical getaway in classic Key West style Escape to a Florida destination renowned for its hospitality and relaxed ...
From $400 per night (USD)VRBO
- From $234 per night (USD)
Expedia
**THE LARK’S LANDING @ SUNRISE SUITES** Condo & Pool + LAST KEY SERVICES…
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Looking to la ...
From $234 per night (USD)Expedia
- Click For Pricing
VRBO
LAST MINUTE: 2BR Condo Key West for championship boat races!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BOAT WEEK - world championship race week!! Situated at the northeast corner of Key West, the lushly landscaped Beach ...
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VRBO
Waterfront Resort, New Year’s Eve, Hyatt, 2 Nights, Sleeps 6, Pool, Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Hyatt Windward Pointe, a Hyatt Residence Club. Set along the Atlantic Ocean, the Hyatt Windward Pointe bl ...
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- From $350 per night (USD)
VRBO
Spacious Key West Condo at Coconut Mallory Resort & Marina
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come and explore all that Key West has to offer! This unit at Coconut Mallory is a two level condo with both bedrooms a ...
From $350 per night (USD)VRBO
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Expedia
2\/2 Timeshare Rental - Only Available 12\/19 to 12\/22 and 12\/29 to 12\/30\/2024
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled on the quieter side of Key West, this water front condo is the perfect spot for your next getaway. This Key Wes ...
Click For PricingExpedia
- From $679 per night (USD)
VRBO
Beautiful 2 Bedroom, 2 Bath Condo Resort on the Ocean in Key West. \n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Partial ocean views and lavish decor welcome you to a two-bedroom villa offering a primary suite with a king bed and adj ...
From $679 per night (USD)VRBO
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Expedia
Studio with kitchenette, free parking, marina available 3\/12\/22 to 3\/19\/22 only<br>
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Renting timeshare: one week 3/12 check-in and 3/19 check-out for 2022. The studio condo (max 2 occupancy) at Coconut M ...
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VRBO
Key West Pleasure! Excellent location! Sleeps 6~ Week 12 only
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom 2 bath beautifully decorated and recently renovated condo is located on the Hyatt Beach House Resort Prop ...
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- From $329 per night (USD)
Expedia
Sunrise 308-2bed 2bath condo w\/ lagoon pool, balcony, parking, close to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and prim ...
From $329 per night (USD)Expedia
- From $197 per night (USD)
VRBO
Gorgeous condo with scenic views, pool & hot tub, balcony, & parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Saint Kitts 412 Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
From $197 per night (USD)VRBO
- From $1000 per night (USD)
Expedia
Dream Getaway at the Beach House Resort+Amenities, 2-Bedroom FindingMeili
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
🌴 Experience Key West Paradise at the Beach House Resort Retreat! 🏖️ An Additional Savings from $500-$1000 (approx) c ...
From $1000 per night (USD)Expedia
- From $425 per night (USD)
VRBO
Welcome To Poseidon Too - A Newly, Completely Renovated Condo @ Sunrise Suites!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Poseidon Too! A completely, newly renovated two bedroom two bath condo located at Sunrise Suites. Poseidon To ...
From $425 per night (USD)VRBO
- From $360 per night (USD)
Expedia
Castaway Cove: 2\/2 Condo near the beach with shared pool and hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the tranquil, tucked away community of Sunrise Suites in beautiful Key West, Florida. When you choose to spen ...
From $360 per night (USD)Expedia
- From $1350 per night (USD)
VRBO
Get away in classic Key West style 2 bedroom and 2 full baths Hyatt Beach House
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to a Florida destination renowned for its hospitality and its relaxed atmosphere. Set on the northeastern corner ...
From $1350 per night (USD)VRBO
- From $1227 per night (USD)
Expedia
Presidential Ocean View Suite with Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1227 per night (USD)Expedia
- From $565 per night (USD)
VRBO
Hyatt Club At Windward Pointe
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Hyatt Windward Pointe is located in Key West, 3.5 mi from the Southernmost Point, and features a year-round outdoor ...
From $565 per night (USD)VRBO
- From $1350 per night (USD)
Expedia
Get away in classic Key West style 2 bedroom and 2 full baths Hyatt Beach House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to a Florida destination renowned for its hospitality and its relaxed atmosphere. Set on the northeastern corner ...
From $1350 per night (USD)Expedia
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VRBO
Waterfront Property - Marina Access - Spacious - Excellent Key West Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located just two miles from picturesque Smathers Beach, this well appointed two bedroom, two bath condo is ideally situa ...
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- From $2300 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 $2300 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Sunrise 307-2bed 2bath condo w\/ lagoon pool, balcony, parking, close to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and prim ...
From $336 per night (USD)VRBO
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VRBO
Hyatt Key West Timeshare rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful Hyatt Timeshare on water with pool. Suites come fully equipped with a kitchen, separate dining room, and priva ...
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