Hotels And Resorts By Owner In Key West, FL

$421.88

Hyatt Beach House - 2 Bedroom Waterfront Condo

Key West, Florida, United States

Hyatt Beach House offers an elevated island retreat where refined coastal living meets the quiet beauty of Key West’s waterfront. Tucked away in a serene, private enclave surrounded by lush tropical landscaping, the resort feels like a secluded hideaway designed for guests who appreciate space, comfort, and a more relaxed, upscale experience. Gentle breezes drift across the shoreline, and the calm waters create a soothing backdrop that sets the tone for a truly restorative stay.brbrThe residence blends understated luxury with the warmth of a well‑appointed coastal home. Sunlight fills the spacious living areas, highlighting thoughtful finishes and inviting textures that create a sense of effortless elegance. A fully equipped kitchen with full‑size appliances makes it easy to enjoy leisurely breakfasts or intimate dinners at home, while the in‑suite washer and dryer add convenience for longer stays. The private balcony becomes a personal sanctuary—perfect for morning coffee, afternoon reading, or unwinding with a glass of wine as the day fades into a soft island evening.brbrThe resort’s lagoon‑style pool is framed by swaying palms and tranquil water views, offering a peaceful place to relax in the sun or cool off in the shade. The property’s location provides a quiet, residential feel while still giving you quick access to the best of Key West. Within minutes, you can explore waterfront dining, enjoy sunset cruises, or venture into Old Town for shopping, galleries, and the vibrant energy of Duval Street. Whether you’re seeking a serene escape or a luxurious home base for island adventures, Hyatt Beach House delivers a refined and memorable Key West experience.brbrNOTE brThis property is available for a 3 or 4 night stay on select dates.brbrPlease send an inquiry before a booking request to confirm availability. . brbrA $125 housekeeping fee will be charged by Hyatt upon check out

2

Bed

2

Bath

6

Sleeps

$744.71

/ Nightly

Hotel Resort

1-bedroom Coconut Mallory Resort, Pool, Key West!

Key West, Florida, United States

Make yourself at home in this 1-bedroom Key West resort. The bedroom features a comfortable queen bed, perfect for a restful night. Guests enjoy a soothing bathroom equipped with a hair dryer for convenience. Stay comfortable year-round with heating and AC, and keep up with your routine in the fitness room. An iron is also available to keep your clothes looking brilliant. Whether you’re relaxing indoors or exploring nearby, this pleasant retreat offers a welcoming space to unwind. Experience the magic of Key West at our resort.brbrLet your spirit rejuvenate and your soul relax in lush tropical surroundings at the Coconut Mallory Marina & Resort! Located near the southernmost tip of Florida, this resort is a delightful mix of Key West charm and classic resort luxury. Amenities at the Coconut Mallory Marina & Resort include two swimming pools, a whirlpool hot tub, clubhouse, barbecue grill area and a playground for younger guests. In addition, the resort features a marina with available boat slips. The guest services desk is always at hand to help you arrange any and all island activities. brbrCoconut Mallory Marina & Resort offers a range of units in deluxe studio, one-bedroom and two-bedroom configurations. All units come equipped with a kitchen (kitchenette in studio units), full living area, TV with cable & DVD player, private and furnished balconies or patios and high quality linens and towels. Every unit offers its own distinctive island inspired furnishings and the multi-level floor plans allow for more room to move around!brbrCoconut Mallory Marina & Resort lies just minutes from area attractions, the Key West Airport and classic Duval Street! During your stay, check out historic Fort Jefferson, the largest brick building in the Western Hemisphere, and the Dry Tortugas National Park. The Key West Shipwreck Historeum recreates the wreck and salvage of artifacts from ships long since past. There are a wide array of museums and attractions in Key West, including the Key West Aquarium, the Lighthouse Museum, the Audubon House and Gardens and the Ernest Hemingway Home and Museum.brbrOn-Site Features & AmenitiesbrAccessible unitsbrBarbrBBQ areabrBoatingbrClubhousebrFishingbrInternet accessbrOutdoor poolbrPlayground areabrWhirlpool/hot tubbrNearby AttractionsbrGolfbrHikingbrLive entertainmentbrRestaurantbrShopping areabrSpa servicesbrTennisbrPoliciesbrNo Pets

1

Bed

1

Bath

2

Sleeps

$904.5

/ Nightly

Hotel Resort

Hyatt Vacation Club at Windward Pointe Resort. 2 Bedroom/2 Bath Villa

Key West, Florida, United States

Relax in a tropical retreat overlooking the Atlantic Ocean, Windward Pointe captures the essence of Key West. The resort, located at the southeastern tip of the island’s southernmost point, boasts a freeform infinity-edge pool with a poolside restaurant, a hammock overlooking the ocean, and an array of games. Nearby, enjoy Smathers Beach and the iconic Southernmost Point landmark. On-site, get involved with Inspired Experiences for unforgettable moments together during your Key West stay.brThe spacebrPartial ocean views and lavish décor welcome you to a two-bedroom condominium offering a primary suite with king bed and adjoining bath with walk-in shower and jetted tub, and guest bedroom with queen bed and full bath. Deluxe amenities include full kitchen, dining area, living room with TV, Blu-ray disc player, furnished balcony featuring partial ocean views, and wireless Internet.brbrRoom AmenitiesbrbrBlu-ray disc playerbr55 flat-screen TV in living room and primary bedroombr43 flat-screen TV in guest bedroombrCable/satellite TV channelsbrHairdryerbrIron and ironing boardbrWasher and dryerbrDining areabrRefrigeratorbrMicrowavebrCoffee makerbrDishwasherbrConventional oven with stove topbrFully equipped kitchenbrThree telephonesbrVoicemailbrDataportbrComplimentary Wi-Fi and high-speed Internet accessbrConcierge during regular hoursbrIn-room safebrWalk-in showerbrSpa tubbrSeparate sitting areabrBalconybrIndividual climate controlbriHomebrMaximum guests per room: 6brOther things to notebrA resort fee of approximately $29/day applies.

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Select Dates for Price

Hotel Resort

Luxurious top floor, end unit, within premier resort on the Atlantic Ocean.

Key West, Florida, United States

Relax in style at the Hyatt Windward Pointe Resort. This is the best location within the resort: Top floor, end unit. Located on the Atlantic Ocean. Enjoy beautiful sunrises from your own private balcony and sunsets from the shared balconies facing west. This unit has two-bedrooms and 2 full baths, 1 is a master suite with king-size bed, TV, adjoining bath with walk-in shower and jetted tub. 2nd bedroom with queen-size bed and full bath. There is a full kitchen, dining area, living room with couch that coverts to a bed for 2, TV, stereo CD player, washer, dryer, furnished balcony and wireless Internet. The grounds include a pool, hot tub, staffed tiki bar, bbq grills, hammocks, workout and game rooms. Easy walk just across the street to Smathers Beach. Please check the Hyatt Windward Pointe website for additional amenities, features and photos. Available February 22-March 1. brAccess to the nearby Hyatt Centric Key West Resort & Spa. Concierge service.

2

Bed

2

Bath

6

Sleeps

$2475.0

/ Nightly

Hotel Resort

Studio Galleon Resort, Hot Tub, Pool, Marina, Gym

Key West, Florida, United States

Overlooking the shimmering span of Gulf of Mexico in historic Old Town, The Galleon Resort puts you in an ideal spot to enjoy the countless charms of Key West. Mingle with friends new and old at the Tiki Bar, or relax and unwind in the swimming pool. The resort's observation deck guarantees a stunning view from sunrise to sunset, and even to gaze at the stars.brbrRent a boat for a private viewing of the Keys or take a jetski for a spin right from the resort's marina. Work up a sweat at the on-site exercise room and afterwards, relax your body and mind in the sauna. brbrThe Galleon Resort offers a multitude of accommodations in studio, one-bedroom and two-bedroom configurations. Studios house two people and are equipped with a small refrigerator, coffee maker and microwave oven. One-bedroom suites sleep up to four while most two-bedroom suites sleep up to six, while both include a full kitchen, dining area and decked out living area. Each is lovingly furnished with sandy earth tones, rattan furniture and tropical prints that perfectly set the mood for your stay in Key West.brbrThe Galleon Resort is perfectly positioned, sitting only two blocks from Duval Street - a legendary road that boasts top-notch restaurants, dazzling nightlife and non-stop soirees. Party until dawn at a carnival, swing by a cuban cigar stand or bring your camera to the exotic butterfly conservatory, all located on this versatile street that's earned its reputation. At the northwest end of Duval Street lies Mallory Square, a plaza which is famous for its Sunset Celebration - tourists gaze at the sunset while arts and crafts displays and entertainers amuse the gatherers. Key West's oldest attraction, the Key West Aquarium is a hit with families - everyone will enjoy scoping out the menagerie of rainbow-hued fish.brbrA few things to note.... The resorts require a credit card at check-in to cover incidentals. Please note parking fees may apply and are not included in the price quoted here. The room view and bed may vary and is not guaranteed here unless agreed upon before booking. If you would like an upgrade to a specific view or bed please let me know and if available I can do that, additional fees may be required. Additionally some resorts have various towers/buildings and may vary, please check with us in advance to discuss the view/building/unit and. Finally, Tourist Accommodation Taxes must be paid directly to the resort; this is standard procedure for resorts.brbrResort policies and rules

1

Bed

1

Bath

4

Sleeps

$2475.0

/ Nightly

Hotel Resort

1/1 Galleon Resort, Hot Tub, Pool, Marina, Gym

Key West, Florida, United States

Overlooking the shimmering span of Gulf of Mexico in historic Old Town, The Galleon Resort puts you in an ideal spot to enjoy the countless charms of Key West. Mingle with friends new and old at the Tiki Bar, or relax and unwind in the swimming pool. The resort's observation deck guarantees a stunning view from sunrise to sunset, and even to gaze at the stars.brbrRent a boat for a private viewing of the Keys or take a jetski for a spin right from the resort's marina. Work up a sweat at the on-site exercise room and afterwards, relax your body and mind in the sauna. brbrThe Galleon Resort offers a multitude of accommodations in studio, one-bedroom and two-bedroom configurations. Studios house two people and are equipped with a small refrigerator, coffee maker and microwave oven. One-bedroom suites sleep up to four while most two-bedroom suites sleep up to six, while both include a full kitchen, dining area and decked out living area. Each is lovingly furnished with sandy earth tones, rattan furniture and tropical prints that perfectly set the mood for your stay in Key West.brbrThe Galleon Resort is perfectly positioned, sitting only two blocks from Duval Street - a legendary road that boasts top-notch restaurants, dazzling nightlife and non-stop soirees. Party until dawn at a carnival, swing by a cuban cigar stand or bring your camera to the exotic butterfly conservatory, all located on this versatile street that's earned its reputation. At the northwest end of Duval Street lies Mallory Square, a plaza which is famous for its Sunset Celebration - tourists gaze at the sunset while arts and crafts displays and entertainers amuse the gatherers. Key West's oldest attraction, the Key West Aquarium is a hit with families - everyone will enjoy scoping out the menagerie of rainbow-hued fish.brbrA few things to note.... The resorts require a credit card at check-in to cover incidentals. Please note parking fees may apply and are not included in the price quoted here. The room view and bed may vary and is not guaranteed here unless agreed upon before booking. If you would like an upgrade to a specific view or bed please let me know and if available I can do that, additional fees may be required. Additionally some resorts have various towers/buildings and may vary, please check with us in advance to discuss the view/building/unit and. Finally, Tourist Accommodation Taxes must be paid directly to the resort; this is standard procedure for resorts.brbrResort policies and rules

1

Bed

1

Bath

4

Sleeps

$2025.0

/ Nightly

Hotel Resort

2 Sunset Harbor Resort Key West, Hot Tub, Pool!

Key West, Florida, United States

Discover this relaxing oasis in the heart of Key West's famed Old Town. Lush, verdant foliage surrounds the grounds and beautiful contemporary design creates an environment of relaxation and restoration. Guests are encouraged to slow down and relax, to dip into the outdoor pool and whirlpool hot tub while soaking up some famed Floridian rays.brbrGuests will also receive privileges at the adjacent Hyatt Key West Resort and Marina, offering even more ways to keep occupied even on your off days. brbrThe right size, the perfect view and the must-have amenities... Hyatt Sunset Harbor Resort's residences become the perfect home-away-from-home during your stay in Key West! Classic studios offer a king-size bed, casual living area, TV and DVD player. The one-bedroom tropical-style residence features a deluxe queen bed, fully-equipped kitchen, dining area, ceiling fans, seating area with TV, stereo, DVD player and private balcony. The beautiful two-bedroom residence is even more luxe, and includes a master suite with king-sized bed, adjoining bath and spa tub, a guest suite with queen bed and full bathroom. In addition, enjoy a fully-equipped kitchen, seating area, TV, DVD player and balcony!brbrHyatt Sunset Harbor isn’t just another Key West property - it’s in the heart of Old Town, the heart and soul of one of America’s most treasured vacation destinations. Nearby, you can also enjoy Duval Street shopping or nightlife and Mallory Square. Of course, if you're looking for more natural pursuits, you have plenty of options - Key West is a haven for fishers, and the unique ecosystem is well-suited to those seeking to explore by foot or bike. Plenty of unique attractions await those looking for a change of pace - check out the The Harry S. Truman Little White House, Key West Aquarium, Key West Lighthouse Museum and Mel Fisher Maritime Heritage Museum!brbrA few things to note.... The resorts require a credit card at check-in to cover incidentals. Please note parking fees may apply and are not included in the price quoted here. The room view and bed may vary and is not guaranteed here unless agreed upon before booking. If you would like an upgrade to a specific view or bed please let me know and if available I can do that, additional fees may be required. Additionally some resorts have various towers/buildings and may vary, please check with us in advance to discuss the view/building/unit and. Finally, Tourist Accommodation Taxes must be paid directly to the resort; this is standard procedure for resorts.brbrResort policies and rules Resort will provide the information

2

Bed

2

Bath

6

Sleeps

$11248.88

/ Nightly

Hotel Resort

2 Sunset Harbor Resort Key West Florida

Key West, Florida, United States

Discover this relaxing oasis in the heart of Key West's famed Old Town. Lush, verdant foliage surrounds the grounds and beautiful contemporary design creates an environment of relaxation and restoration. Guests are encouraged to slow down and relax, to dip into the outdoor pool and whirlpool hot tub while soaking up some famed Floridian rays.brbrGuests will also receive privileges at the adjacent Hyatt Key West Resort and Marina, offering even more ways to keep occupied even on your off days. brbrThe right size, the perfect view and the must-have amenities... Hyatt Sunset Harbor Resort's residences become the perfect home-away-from-home during your stay in Key West! Classic studios offer a king-size bed, casual living area, TV and DVD player. The one-bedroom tropical-style residence features a deluxe queen bed, fully-equipped kitchen, dining area, ceiling fans, seating area with TV, stereo, DVD player and private balcony. The beautiful two-bedroom residence is even more luxe, and includes a master suite with king-sized bed, adjoining bath and spa tub, a guest suite with queen bed and full bathroom. In addition, enjoy a fully-equipped kitchen, seating area, TV, DVD player and balcony!brbrHyatt Sunset Harbor isn’t just another Key West property - it’s in the heart of Old Town, the heart and soul of one of America’s most treasured vacation destinations. Nearby, you can also enjoy Duval Street shopping or nightlife and Mallory Square. Of course, if you're looking for more natural pursuits, you have plenty of options - Key West is a haven for fishers, and the unique ecosystem is well-suited to those seeking to explore by foot or bike. Plenty of unique attractions await those looking for a change of pace - check out the The Harry S. Truman Little White House, Key West Aquarium, Key West Lighthouse Museum and Mel Fisher Maritime Heritage Museum!brbrA few things to note.... The resorts require a credit card at check-in to cover incidentals. Please note parking fees may apply and are not included in the price quoted here. The room view and bed may vary and is not guaranteed here unless agreed upon before booking. If you would like an upgrade to a specific view or bed please let me know and if available I can do that, additional fees may be required. Additionally some resorts have various towers/buildings and may vary, please check with us in advance to discuss the view/building/unit and. Finally, Tourist Accommodation Taxes must be paid directly to the resort; this is standard procedure for resorts.brbrResort policies and rules Resort will provide the information

2

Bed

2

Bath

2

Sleeps

$900.0

/ Nightly

Hotel Resort

Two-bedroom townhouse overlooking the harbor. ONLY AVAILABLE Nov. 8 - Nov 15

Key West, Florida, United States

Two story townhouse with two bedrooms, pull out couch, full kitchen, three bathrooms. Overlooking the harbor with full view of beautiful Key West sunsets and dock activities. A short walk to Duval Street for shopping and restaurants. Room location is shown with two red dots in the building elevation picture. Oceanfront view of Sunset Key from your deck.

2

Bed

3

Bath

6

Sleeps

$2137.5

/ Nightly

Hotel Resort

2 Sunset Harbor Resort, Pool, Hot Tub, In Town!

Key West, Florida, United States

Discover this relaxing oasis in the heart of Key West's famed Old Town. Lush, verdant foliage surrounds the grounds and beautiful contemporary design creates an environment of relaxation and restoration. Guests are encouraged to slow down and relax, to dip into the outdoor pool and whirlpool hot tub while soaking up some famed Floridian rays. Guests will also receive privileges at the adjacent Hyatt Key West Resort and Marina, offering even more ways to keep occupied even on your off days.brbrThe right size, the perfect view and the must-have amenities... Hyatt Sunset Harbor Resort's residences become the perfect home-away-from-home during your stay in Key West! Classic studios offer a king-size bed, casual living area, TV and DVD player. The one-bedroom tropical-style residence features a deluxe queen bed, fully-equipped kitchen, dining area, ceiling fans, seating area with TV, stereo, DVD player and private balcony. The beautiful two-bedroom residence is even more luxe, and includes a master suite with king-sized bed, adjoining bath and spa tub, a guest suite with queen bed and full bathroom. In addition, enjoy a fully-equipped kitchen, seating area, TV, DVD player and balcony!brbrHyatt Sunset Harbor isn’t just another Key West property - it’s in the heart of Old Town, the heart and soul of one of America’s most treasured vacation destinations. Nearby, you can also enjoy Duval Street shopping or nightlife and Mallory Square. Of course, if you're looking for more natural pursuits, you have plenty of options - Key West is a haven for fishers, and the unique ecosystem is well-suited to those seeking to explore by foot or bike. Plenty of unique attractions await those looking for a change of pace - check out the The Harry S. Truman Little White House, Key West Aquarium, Key West Lighthouse Museum and Mel Fisher Maritime Heritage Museum!brbrA few things to note.... The resorts require a credit card and Valid ID at check-in to cover incidentals. Please note parking fees may apply and are not included in the price quoted here. The room view and bed may vary and is not guaranteed here unless agreed upon before booking. If you would like an upgrade to a specific view or bed please let me know and if available I can do that, additional fees may be required. Additionally some resorts have various towers/buildings and may vary, please check with us in advance to discuss the view/building/unit and. Finally, Tourist Accommodation Taxes must be paid directly to the resort; this is standard procedure for resorts.brbrResort policies and rules Resort will provide the information

2

Bed

2

Bath

2

Sleeps

$626.78

/ Nightly

Hotel Resort

2 Bedroom Condo-Hyatt Beach House Key West-Ocean-Pool-Hot Tub-Beachfront

Key West, Florida, United States

This 2-bedroom resort is perfect for your escape to Key West. Inside, guests find two king beds and a cozy living room with a queen bed, offering plenty of space to relax. The two bathrooms make getting ready easy and convenient. Cool air flows throughout, keeping the atmosphere comfortable no matter the season. Whether you’re unwinding after a day of adventure or enjoying quiet moments indoors, this beautiful resort provides a welcoming retreat. Relax by the pool, beach or on your own private screened in balcony. The choice is yours.br**Grandvictorianoceanrentalsoob.com for more info.

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Select Dates for Price

Hotel Resort

Hyatt Vacation Club Windward Pointe Key West. Spectacular Key West Ocean Resort

Key West, Florida, United States

Hyatt Vacation Club Windward Pointe Key West 2br/2ba/6pplbrFantastic location!!! Saturday to Saturday 7 night rental at HYATT Windward Pointe. Sleeps 6 people. 2 bedrooms (1King/1Queen), 2 full baths with a queen pull out couch in the living room. Full kitchen with indoor dining table and outdoor table. In unit washer/dryer. Hotel style accommodation.brbrImbibe the relaxed Key West lifestyle from a coveted waterfront location just outside of Old Town. Perfectly situated on the Atlantic side of the island with gorgeous water views and landscaping. Relax and enjoy the pool, hot tub, and the onsite pool restaurant and bar, Abby Road. Outside your residence, take in the charms of Duval Street or the nightly sunset celebration at Mallory Square.brbrNote these are stock images. Once you arrive at Hyatt Vacation Club Windward Pointe the front desk will assign you a specific 2-bedroom unit.brbrThis property is only available for booking as a 7 night stay from Saturday, January 3, 2026 and checking out Saturday, January 10, 2026.brbrRental Details, Additional Rules, & Check-in Instructions:brbro I am an owner at the Hyatt Vacation Club and have a residence reserved at the Hyatt Windward Pointe for the time period shown in this listing. Once your reservation is confirmed, I will have Hyatt issue a Guest Certificate in your name. Your Hyatt Confirmation Number will be on your Guest Certificate. Please note that your reservation / certificate is non-refundable. I highly recommend travel insurance to protect your vacation once purchased.brbro You will need to provide me a mailing address, phone number, and email address so that I can obtain the Guest Certificate from Hyatt in your name. The Guest Certificate holder must be at least 25 years of age to check in.brbro You will receive a text and a copy of the completed Guest Certificate to you. The Guest Certificate will have the Hyatt Windward Pointe’s address and phone number on it. I suggest that you save the text on your phone for convenient access later.brbro If you wish to confirm the reservation, please call Hyatt any time after receiving your Guest Certificate.brbro Check into the Hyatt Windward Pointe just as you would check into any hotel. Hyatt will assign your room to you at check-in.bro Hyatt will require proper ID and a credit card to check-in. You must be at least 25 years of age.brbro All Hyatt Vacation/Residence Club Owner Reservations, Guest Certificates, and rentals are subject to Hyatt Residence Club’s Rules & Regulations, Terms & Conditions, House Rules, etc.brbro There may be no cash available at this Resort. Credit Cards may be the only acceptable form of payment. You will be asked for a credit card to cover any charges you might incur from the poolside restaurant/bar. brbrResort provides starting supply of laundry, dishwasher, and toiletry supplies. Additional supplies may be available from hotel for additional fee.brbrGuests are responsible for cleaning own towels/laundry/dishes. You can request a mid week cleaning at your own expense. This is an additional fee for this service. Please inquire at front desk.brbro Check-in time is 4:00 PM to 11:00 PM. Please contact the Hyatt Windward Pointe. If you arrive early, Hyatt will store your luggage, and they will call you when your suite is ready.brbro If arriving after 11:00 PM, please notify the Hyatt Windward Pointe’s front desk of your late arrival in advance, obtain Hyatt Security’s phone number, and call Hyatt Security upon your arrival. Hyatt’s security will check you in. If you arrive late unexpectedly, Hyatt Security’s phone number will be posted on the front door. Please contact Hyatt Security upon your arrival.brbro Check-out is at 10:00 AM. Please contact the Hyatt Windward Point to request late check-out if available.brbrLong time owner at The Hyatt Vacation Club

2

Bed

2

Bath

6

Sleeps

$364.5

/ Nightly

Hotel Resort

Hyatt Beach House Key West - 2 bedroom

Key West, Florida, United States

Welcome to Hyatt Beach House in beautiful Key West. Enjoy the lush tropical feel of this resort by kicking back and relaxing by the pool and hot tub. Take in breathtaking views of the turquoise water that Key West is so famous for. Venture out from the resort and enjoy all that Key West has to offer.brThis is a timeshare property, and consists of 74 residential-style accommodations. Your apartment is a spacious 2 bedroom, offering well-appointed comforts.. The master bedroom has a king size bed and ensuite bath and the second bedroom also has a king size bed. There is a pull out sofa bed in the living room. Dining room and well equipped kitchen make this apartment a perfect home away from home retreat. You have a screened in balcony so that you can enjoy your own private outdoor space. brPlease note photos provided are stock photos however will be equally as nice was your room assignment is provided at check in.

2

Bed

2

Bath

6

Sleeps

$304.0

/ Nightly

Hotel Resort

Key West 2BR Retreat – Ocean Views & Island Adventure

Key West, Florida, United States

Hyatt Vacation Club at Windward Pointe sits along the Atlantic side of Key West with beautiful oceanfront views and a relaxed tropical atmosphere. The resort features landscaped grounds, palm trees, and waterfront walking areas that highlight the beauty of the island setting.brbrGuests can enjoy a large oceanfront pool, hot tub, and barbecue areas designed for relaxing outdoor gatherings. The resort offers a peaceful retreat while still being just a short drive from the energy and nightlife of historic Key West.brbrThis two-bedroom villa provides a spacious layout designed for families or groups traveling together. The residence typically includes a primary bedroom with a king bed, a second bedroom with additional bedding, and a comfortable living area with a sleeper sofa.brbrThe villa also includes a full kitchen equipped with appliances, cookware, and dining space for convenient meals during your stay. A private balcony allows guests to relax and enjoy island breezes after a day exploring Key WestbrbrThe resort is located on the eastern side of Key West overlooking the Atlantic Ocean. Guests can easily explore the island’s famous attractions including Duval Street, Mallory Square, historic homes, and waterfront restaurants.brbrVisitors can also enjoy snorkeling, boating, fishing charters, and sunset cruises throughout the Florida Keys. The central island location makes it easy to explore the laid-back lifestyle and natural beauty that make Key West a unique destination.brKOALA Disclosure Summary:brbr-IMPORTANT: Payments appear as “KOALA VACATIONS” on credit card statements.brbr- BEFORE YOUR CHECK-IN: This booking requires the name and address of the person checking in. THE PERSON CHECKING IN MUST MATCH THE PHOTO ID PROVIDED TO US.brbr- This resort is part of a timeshare and you may be invited to attend a sales presentation. Any participation is always optional and never required when booking through KOALA.brbr- The primary guest checking in must be at least 21 years old.brbr- Resorts own and manage all units/amenities; unit assignments at check-in.brbr- Room photos are samples; actual furniture/layout may vary.brbr- The Resort is responsible for maintenance, may alter/close select amenities due to COVID-19 or other factors. KOALA is only responsible for ensuring your check-in and unit category.brbr- KOALA is not responsible for unit condition or resort services. For resort, unit or guest related issues after check-in, please contact the resort management.brbr- Check cancellation policy before booking. No refunds after the cancellation deadline due to any reason, including COVID-19 (except full resort closures), natural disasters, or personal changes. For these reasons we always recommend purchasing trip insurance for unforeseen circumstances like these. This resort is part of a timeshare and you may be invited to attend a sales presentation. Any participation is always optional and never required when booking through KOALA.

2

Bed

2

Bath

6

Sleeps

$731.25

/ Nightly

Hotel Resort

Galleon Resort - Waterfront Key West

Key West, Florida, United States

The Galleon is on the Marina Walk in Old Town, close to dozens of the waterfront restaurants and a few blocks walk to Duval Street and Mallory square.brbrThis is one of the few properties in key West with a private beach. The expansive dock and a rooftop observation deck overlooking the Gulf and Key West Marina provides a choice for a spectacular view of sunset brbrThere is a large pool and hot tub, a Tiki bar with live music daily on the dock, a restaurant and a gym.brbr2BRbrThis is one bedroom unit that sleeps 6. There is a king size bed in the primary en suite bedroom and a fold out couch in the living room. A large balcony overlooks the Gulf and Marina. The unit has a full kitchen equipped with stainless steel appliances including a dishwasher. There is a stacked washer and dryer in the unit.

2

Bed

2

Bath

8

Sleeps

$2415.33

/ Nightly

Hotel Resort

Galleon Resort, Pool/Hot Tub, In Town, Marina

Key West, Florida, United States

The Galleon Resort offers a multitude of accommodations in studio, one-bedroom and two-bedroom configurations. Studios house two people and are equipped with a small refrigerator, coffee maker and microwave oven. One-bedroom suites sleep up to four while most two-bedroom suites sleep up to six, while both include a full kitchen, dining area and decked out living area. Furnished with sandy earth tones, rattan furniture and tropical prints that perfectly set the mood for your stay in Key West. Overlooking the shimmering span of Gulf of Mexico in historic Old Town, The Galleon Resort puts you in an ideal spot to enjoy the countless charms of Key West. Mingle with friends new and old at the Tiki Bar, or relax and unwind in the swimming pool. The resort's observation deck guarantees a stunning view from sunrise to sunset, and even to gaze at the stars. Rent a boat for a private viewing of the Keys or take a jetski for a spin right from the resort's marina. Work up a sweat at the on-site exercise room and afterwards, relax your body and mind in the sauna. The Galleon Resort is perfectly positioned, sitting only two blocks from Duval Street - a legendary road that boasts top-notch restaurants, dazzling nightlife and non-stop soirees. Party until dawn at a carnival, swing by a cuban cigar stand or bring your camera to the exotic butterfly conservatory, all located on this versatile street that's earned its reputation. At the northwest end of Duval Street lies Mallory Square, a plaza which is famous for its Sunset Celebration - tourists gaze at the sunset while arts and crafts displays and entertainers amuse the gatherers. Key West's oldest attraction, the Key West Aquarium is a hit with families - everyone will enjoy scoping out the menagerie of rainbow-hued fish. Sleeps 6 1 King, 1 Queen, 1 Sofa bed 2 Bathrooms Full kitchen Kitchen Coffee maker Dishwasher Microwave Oven Oven (convection microwave) Refrigerator (full-size) Stovetop Toaster Entertainment DVD player Internet access Radio or music player Telephone TV Features Air conditioning BBQ Patio or balcony Washer and dryer (in-unit) Wheelchair accessible Whirlpool tub Policies No pets Enjoy the pool, hot tub, sandy beach and lounge area. Have a cool drink at the Tiki Bar on the pool deck. The Galleon is located right on the water and only two short blocks from Duval Street where all the action takes place. Shop at the many boutiques and have dinner at any of the wonderful restaurants in Key West. Park your car, driving is not necessary. You can walk, rent a bike or a rent a scooter. Enjoy sunsets at the top deck of the Galleon Resort or join all the locals and tourists at Mallory Square where you will enjoy lots of great entertainment and shop the local made jewelry and art booths while waiting for the sunset. entire resort brbrPlease be advised that we cannot assume responsibility for any inconvenience, unavailability,bror interruption of services due to necessary repairs, ongoing improvements, on-sitebrconstruction, closure of amenities, or other circumstances beyond our control. Guests will bebrpromptly notified of any such issues as they come to our attention. Please note that room viewsbrand bed configurations may vary at some resorts while accommodating the same number ofbrguests. We encourage guests to seek clarification prior to booking and to inform us of anybrspecial requests, which we will endeavor to accommodate if feasible. Additionally, all resortsbrrequire a valid ID of the person on the reservation and a major credit card at check-in to coverbrpotential charges for damages, liabilities, and incidentals.

2

Bed

2

Bath

6

Sleeps

$800.96

/ Nightly

Hotel Resort

1 Coconut Beach Resort, Great Location, Hot Tub!

Key West, Florida, United States

This stylish place is close to must-see destinations. Coconut Beach Resort whisks visitors away to a private oasis of their own. Here you will find a blend of old island architecture, lush vegetation and quiet walkways flowing onto bright white verandahs. The private pool deck and hot tub open onto a small intimate sandy beach, where you can stroll right on over to Louie's Backyard the waterfront bar and eatery just next door. Coconut Beach Resort's full service concierge service is on hand and always happy to provide you with the best in snorkeling, fishing, diving and water-sports activities. Whether you're looking for a compact studio or a two-bedroom suite for up to six, Coconut Beach Resort has you covered. The one-bedroom and two-bedroom suites full kitchen, dining area and a full entertainment center. Studios include a the essentials like a small refrigerator, microwave and service for two. Regardless of what size room is right for you, count on immersive decor like wooden trim, sandy earth tones and weathered tropical prints that epitomize the laid-back way of life Key West is known and beloved for. Key West offers its visitors a bit of everything! Come and take a stroll through historic Old Town and see hundreds of examples of 19th century architecture. Sail just seven miles offshore and experience North Americau2019s only living coral reef. Tour historical museums and the homes of Hemingway and Harry S. Truman. Enjoy deep-sea and flats sports fishing, boating, diving, snorkeling, jet skiing, Key West charters and a variety of other water-sports. At the end of a long day of adventure, join the sunset party on the pier! Entire Resort By phone - - -brbrThe resorts require a credit card at check-in to cover incidentals. Most resorts are amenable to requests for custom bed formats and/or unit views which can be requested at check-in and can vary from room to room. Please note parking fees may apply and are not included in the price quoted here. The room view is not guaranteed here unless agreed upon before booking. If you would like an upgrade to a specific view please let me know and if available I can do that, additional fees may be required. Additionally some resorts have various towers/buildings and may vary, please check with us in advance to discuss the view/building/unit and. Finally, Tourist Accommodation Taxes must be paid directly to the resort this is standard procedure for resorts.

1

Bed

1

Bath

4

Sleeps

$1766.25

/ Nightly

Hotel Resort

Oceans Edge Key West Resort, Hotel & Marina!

Key West, Florida, United States

Stay in an upscale place that's near everything you want to visit. Located in Key West, Oceans Edge Key West Resort, Hotel & Marina is on the boardwalk, a 2-minute drive from Key West Harbour and 7 minutes from Robbie's. This 4-star hotel is 2.1 mi (3.4 km) from Key West Golf Club and 3.5 mi (5.6 km) from Fort East Martello Museum and Gallery. Make yourself at home in one of the 175 air-conditioned rooms featuring refrigerators and minibars. Your bed comes with down comforters and Egyptian cotton sheets. Rooms have private furnished balconies. 47-inch LCD televisions with digital programming provide entertainment, while complimentary wireless Internet access keeps you connected. Private bathrooms with showers feature complimentary toiletries and hair dryers. Enjoy a meal at the restaurant or snacks in the hotel's coffee shop/cafu00e9. Unwind at the end of the day with a drink at the bar/lounge or the poolside bar. Cooked-to-order breakfasts are available daily from 7 AM to 11:30 AM for a fee. Amenities Dip into one of the 6 outdoor swimming pools or enjoy other recreational amenities, which include a 24-hour fitness center. Additional amenities at this hotel include complimentary wireless Internet access, concierge services, and a television in a common area. Getting to nearby attractions is a breeze with the complimentary area shuttle. ALL AMENITIES AND ROOM - - - Business Space Fitness Center Free Internet Parking Onsite Pets Allowed PoolbrbrPlease be advised that we cannot assume responsibility for any inconvenience, unavailability,bror interruption of services due to necessary repairs, ongoing improvements, on-sitebrconstruction, closure of amenities, or other circumstances beyond our control. Guests will bebrpromptly notified of any such issues as they come to our attention. Please note that room viewsbrand bed configurations may vary at some resorts while accommodating the same number ofbrguests. We encourage guests to seek clarification prior to booking and to inform us of anybrspecial requests, which we will endeavor to accommodate if feasible. Additionally, all resortsbrrequire a valid ID of the person on the reservation and a major credit card at check-in to coverbrpotential charges for damages, liabilities, and incidentals.

Bed

Bath

Sleeps

$1597.5

/ Nightly

Hotel Resort

2 Windward Point Beachfront Resort, Hot Tub, Pool!

Key West, Florida, United States

Enjoy the glamour of this stylish, upscale place. Set along the Atlantic Ocean, Hyatt Windward Pointe Resort blends the laid-back Key West style with a modern, upscale resort ambiance. Here is a retreat where you can slow down and forget the rush and stress of your day-to-day life. Bask beside the lushly landscaped pool that gives you the illusion that youu2019re softly floating on the open sea, grab a snack at Abbey Road poolside sandwich and snack bar or get your blood pumping at the fitness center at site resort Hyatt Key West Resort & Spa. All of the ultra-spacious, ultra-plush residences at Hyatt Windward Pointe features two bedrooms - the master bedroom with a king bed and adjoining bath outfitted with a walk-in shower and spa tub, and the guest bedroom with a queen bed. Ocean, pool and courtyard views are available, and everyone is sure to take advantage of the convenience offered by a full kitchen, dining area, living room, TV, fully-furnished balcony and complimentary Wi-Fi access! Hyatt Windward Pointe Resort's convenient location puts you just minutes from the free-spirited art, music and entertainment scene of Old Town. Or, head over to nearby Smathers Beach, the biggest white sand beach in Key West to rent windsurfers or go parasailing. The keys are also a haven for anglers - shallow flats, mangrove islands, inland channels and open blue waters offer world-classing fishing opportunities. Hoping to test your skills on the green You're in luck - Key West Golf Club is located nearby and is the only Caribbean inspired course in the U.S. On-Site Features & Amenities Accessible units Bar Clubhouse Internet access Movie rentals Outdoor pool Restaurant Sauna Shared laundry facilities Whirlpool/hot tub Nearby Attractions Boating Drug store Fishing Fitness center Golf Grocery store Hiking Live entertainment Medical facilities Playground area River Scuba diving Shopping area Spa services Tennis Water skiing Wind surfing Policies No Pets No Smoking Minimum check-in age: 21 Check-in time: 4:00 PM Check-out time: 10:00 AM entire resort amenities by phone - - checkin with front desk... brbr1. **24-Hour Front Desk & Concierge Services**br- Our dedicated front desk team is available 24/7 to assist with any inquiries, provide information about the resort and local attractions, and ensure your stay is comfortable. Our concierge can help you plan your activities, make reservations, and offer recommendations for dining and entertainment.brbr2. **Housekeeping Services**br- Our housekeeping team ensures that your residence is impeccably maintained. Daily housekeeping is available, as well as turndown service upon request. We also offer additional amenities such as extra towels, toiletries, and bedding.brbr3. **Dining and Room Service**br- Enjoy a variety of dining options, including our Road Poolside Sandwich and Snack Bar. For those who prefer to dine in the comfort of their residence, room service is available, offering a selection of delicious meals and snacks.brbr4. **Recreational Facilities**br- Relax by our lushly landscaped outdoor pool, which offers an illusion of floating on the open sea. Our fitness center is equipped with state-of-the-art equipment to keep you active during your stay. We also have a sauna and whirlpool/hot tub for ultimate relaxation.brbr5. **Activities and Entertainment**br- We offer a range of on-site activities, including movie rentals, and organized events at the clubhouse. For adventure seekers, our concierge can arrange water sports, fishing trips, and scuba diving excursions.brbr6. **Family Services**br- Families are welcome at Hyatt Windward Pointe Resort. We provide cribs and high chairs upon request, and our playground area is perfect for young children. Babysitting services can be arranged for parents who wish to enjoy some private time.brbr7. **Business Services**br- For our business travelers, we offer complimentary Wi-Fi access throughout the resort, as well as fax and photocopy services. Meeting rooms are available for small gatherings or business meetings.brbr8. **Transportation Services**br- We provide shuttle services to and from Key West International Airport. Additionally, our concierge can arrange car rentals, taxi services, and provide information on local transportation options.brbr9. **Laundry Services**br- Shared laundry facilities are available on-site, and dry cleaning services can be arranged through the front desk.brbr10. **Special Requests**br- Our team is here to cater to any special requests you may have, whether it's celebrating a special occasion, dietary requirements, or arranging for in-room spa services.brbr**Local Attractions and Excursions**brbrOur resort's prime location puts you minutes away from the vibrant culture of Old Town, Key West. Explore the art, music, and entertainment scene, or head over to Smathers Beach for water sports like windsurfing and parasailing. Fishing enthusiasts and golfers will find plenty of opportunities to indulge in their favorite activities nearby.brbrAt Hyatt Windward Pointe Resort, our goal is to provide you with a memorable and enjoyable stay. We are here to ensure that every aspect of your visit exceeds your expectations. Should you need any assistance or have any questions, please do not hesitate to contact our front desk or concierge.brbrThe resorts require a credit card at check-in to cover potential charges for damages, liabilities, and incidentals. If there are resort fees those will need to be paid directly to the resort as well. The owner is responsible for providing the Guest with reasonable notice of any such inconveniences of which the owner becomes aware before or during the guestu2019s stay. Most resorts are amenable to requests for custom bed formats and/or unit views which can be requested at check-in. Please note parking fees may apply and are not included in the price quoted here. The room view is not guaranteed here and varies, if you would like an upgrade to a specific view please let me know and if available I can do that, additional fees may be required. Additionally some resorts have various towers/buildings and these may vary. Again, please check with us in advance to discuss the view/building/unit and any additional fees that may apply. Finally, Tourist Accommodation Taxes vary at resort and must be paid directly to the resort this is standart to resorts and may vary depending on location. For more information ask about the fees prior to making your Booking Request.u201d

Bed

Bath

Sleeps

$739.28

/ Nightly

Hotel Resort

Hyatt Sunset Harbour Resort-Prime location on Key West!!

Key West, Florida, United States

All rentals will be in seven-night increments with a Friday through Sunday for check-in. brbrThank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435. brbrWith a stay at Hyatt Residence Club Key West, Sunset Harbor in Key West (Old Town), you'll be steps from Harry S. Truman Little White House and 4 minutes by foot from Duval Street. This condo is 0.2 mi (0.4 km) from Mallory Square and 0.2 mi (0.3 km) from Key West Shipwreck Museum.brbrMake yourself at home in one of the 92 air-conditioned rooms featuring refrigerators and microwaves. Satellite programming and DVD players are provided for your entertainment, while complimentary wireless Internet access keeps you connected. Private bathrooms have complimentary toiletries and hair dryers. Conveniences include safes and coffee/tea makers.brbrTake advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless Internet access and concierge services.brbrBeginning 2026, the resort will charge $75 per tidy-up service request. Towels will be changed at no cost, but you must call the front desk to request. brbrBooking through VRBO is fast and easy. Dash Realty Group/ DashWeek will email you the updated confirmation once you book through VRBO. Please note that VRBO provides an instant quote that may not be accurate and may require us to send an adjusted price quote and adjusted dates based on what is available for your requested dates.brThis is based on higher demand weeks and resorts that may be higher than the initial quote. The VRBO calendar does help provide instant availability and estimated price quotes. However, because availability and rates vary constantly, the calendar feature and instant quote feature is not always 100% accurate. brbrThe photos are a good representation of what your villa will look like. Layouts may vary. The resort updates and maintains the villas at this resort and your villa is assigned upon check-in. Views will vary, resort views are standard, ocean views are priced higher and the view will vary depending upon the location of your villa. We cannot guarantee the quality of your view.

2

Bed

2

Bath

6

Sleeps

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