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Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing

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Outdoor dining
A hallway with dark wooden flooring, white walls, and two framed paintings on the walls.
A beach with palm trees, a clear sky, and the ocean.
A pool area with lounge chairs, palm trees, and a view of the ocean at sunset.
Property grounds

Reviews

9.8 out of 10
Exceptional

Entire condo

3 bedrooms2 bathroomsSleeps 8186 sq m

Popular amenities

  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Key West, FL
  • Place, Florida Keys Beaches
    ‪1 min walk‬
  • Place, Smathers Beach
    ‪3 min walk‬
  • Place, Clarence S. Higgs Memorial Beach Park
    ‪15 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪3 min drive‬

Room options

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Property grounds
Hyatt Vacation Club at Windward Pointe, Key West
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  • Pool
  • Hot tub
  • Parking included
  • Free Wi-Fi
4.7 out of 5, Exceptional, 1,208 reviews
The price is €253
includes taxes & fees
25 Aug - 26 Aug
Hyatt Vacation Club at Windward Pointe, Key West

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing

Tom's Oceanfront Penthouse

Experience coastal luxury at Tom's Oceanfront Penthouse, a stunning 3-bedroom, 2-bathroom unit ideally located in a prime spot within the complex. Just steps from the elevator, this expansive 2,000 sq. ft. penthouse offers the ultimate in comfort and convenience, including secure, covered garage parking for vehicles under 6 feet 4 inches in height.

Each of the three bedrooms and the spacious living room features sliding glass doors that lead out to a private 60-foot wraparound balcony—perfect for enjoying sweeping ocean views and fresh sea breezes.

Master Bedroom: King-size bed
Guest Bedroom: Queen-size bed
Third Bedroom: Two twin beds

Condominium Amenities:

Olympic-size swimming pool
20-person spa
Sauna
Fitness area
Library
Tennis courts

Whether you're lounging on the balcony, relaxing in the spa, or enjoying a game of tennis, this penthouse provides everything you need for an unforgettable oceanfront retreat.

Elevator Upgrade project taking place from June - September 2026 - Please note there will still be one working elevator in both the East and West building while this project is underway.
During your stay at this condo building, you're just a quick walk from Florida Keys Beaches. You'll find features like a gym, a hot tub, and laundry facilities. The condo includes amenities such as free WiFi and a jetted tub.
  • Air-conditioned condo with kitchen, washing machine, and 2 bathrooms
  • Free WiFi (speed: 250+ Mbps (good for 3–5 people or up to 10 devices))
  • Amenities include laundry facilities and an elevator
  • Onsite recreation includes tennis courts, a gym, and a sauna
  • Steps from Florida Keys Beaches and a 5-minute drive from Duval Street
This condo offers its guests a hot tub, a sauna, and a fitness center. This condo also features barbecue grills, a garden, and laundry facilities.

This Key West condo is smoke free.

Property amenities

Beach

  • On the beach

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Sauna

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • DVD player
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Bicycles
  • Boat
  • Golf
  • Gym
  • Heated pool
  • Kayak
  • Table tennis
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Garden
  • Unit size: 2,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

1680-243995

Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 138 out of 150 reviews
Rating 8 - Good. 8 out of 150 reviews
Rating 6 - Okay. 2 out of 150 reviews
Rating 4 - Poor. 1 out of 150 reviews
Rating 2 - Terrible. 1 out of 150 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Stacey S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and awesome views of the ocean. The pool, hot tub and grounds were very clean and well maintained. The condo was great for our party of 5 Adult's and we enjoyed our 5night stay.
Stayed 5 nights in Apr 2026
Verified

8/10 Good

Jamie C.

Liked: Cleanliness, check-in, communication, listing accuracy
Wonderful vacation! Far from the center of Key West but plenty of Ubers.
Stayed 6 nights in Mar 2026
Verified

4/10 Poor

Barbara R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed our stay. Next time hopefully the balcony and ocean views will be available.
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

PAMELA N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was awesome
Stayed 5 nights in Apr 2026
Verified

10/10 Excellent

susan b.

Liked: Cleanliness, check-in, communication, location, listing accuracy
As the name says, spectacular views. Perfect for our needs, 4 adults and 1 child. Pool area is excellent with hot tub. Pretty walkway to the pool through lush tropical plants. There were a few glitches, non working elevator at our end of the building and running toilet. We would definitely stay again.
Stayed 6 nights in Mar 2026
Verified

10/10 Excellent

Mary Ellen G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful property and wonderful stay!

Beautiful property & great location with stunning views.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Niki W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The views! We spent as much time as possible enjoying the deck and the spectacular views. The condo was clean and had everything we needed. The location was great—easy access to all the things we wanted to do. Great check-in experience and clean and well maintained unit.
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

George M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Can't beat the view! Best unit in the complex. The pool is so warm!!! We'll be back!
Stayed 5 nights in Dec 2025
Verified

10/10 Excellent

Rocky M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The condo, and the entire complex, were spotless! The pool was perfect and very large. I would highly recommend this place.
The view from our balcony.
Stayed 4 nights in Sep 2025
Verified

10/10 Excellent

Coleen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best View on the Island

Very relaxing 4 days, exactly as posted,highly recommend this property.
Stayed 4 nights in May 2025
Verified

10/10 Excellent

Renee A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place.

We had a fabulous time
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Thomas H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great!
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Bailee K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was just as described. Spectacular views of the ocean, pool and gardens. The condo was clean, comfortable and quiet.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Pamela T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Place in Key West

This place was fantastic, clean when we arrived and the whole place was beautiful
Stayed 7 nights in May 2024
Verified

10/10 Excellent

Jonathan L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home

Totally enjoyed our stay
Stayed 7 nights in Feb 2024
Verified

10/10 Excellent

Nabila A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful and relaxing location

Great stay, beautiful location, amazing wraparound deck, nice amenities in the complex, quiet area accessible to the commercial areas by bicycle or Uber.
Stayed 5 nights in Dec 2023
From a partner site

10/10 Excellent

shelia p.

Great place

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Wonderful view, very clean, and perfect location
Verified

10/10 Excellent

Angela L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely Wonderful!

Best VRBO we have ever stayed in. Highly recommend!
Stayed 6 nights in Aug 2022
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Get Away

We loved everything, even Tropical Storm Debby
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

Brian J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice place with excellent views

The condo is very clean with a great walk around balcony that views the Atlantic. Nice amenities as well. I would not hesitate to book again.
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Joel H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

Great property and host. Everything you need for a family especially with small children to be comfortable. The community is quiet and friendly and the space is well maintained. We will be coming back next year.
Stayed 5 nights in Apr 2025
Verified

10/10 Excellent

Jason A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place was amazing! We started out our FL Keys vacation in Key Largo and made our way down over a few days knowing this would be our last stay. We were NOT disappointed! The location overlooks the water, the pool was amazing, and the space was more than enough for my family of 4. Everything you need in a stay - all well stocked with everything you could need. We cooked a few meals while there as well. Our girls are already asking when we can go back! Worth the price for sure!
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Donna A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding stay

Property looked just like the pictures. We loved the condo and were very pleased with everything. Any questions we had were answered very quickly. We will definitely stay here again
Stayed 3 nights in Jun 2024
From a partner site

10/10 Excellent

Banu T.

Great views

Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This is a great 3-bedroom property with beautiful views from every room and a lovely wraparound porch—definitely a highlight of the stay. Overall, we were very satisfied.There are a few areas that could use some updates. The bathrooms and kitchen are a bit dated, and the living room furniture could be refreshed. Parking was also a challenge, with low ceilings and narrow spaces that made it difficult to navigate. Additionally, cell phone service did not work in the area, which could be inconvenient if you need to reach someone (especially if you forget a keycard).On the positive side, the apartment pool is large and a standout feature—we especially loved that it includes a lap swimming area, which was perfect for my swimmer child. The bedrooms themselves were excellent, with very comfortable beds and well-sized spaces.Overall, a very enjoyable stay with a few areas for improvement.
Verified

10/10 Excellent

Danielle L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We love this community

This has been our go to place to stay while in the keys. We love the pool, hot tub and beach. My boys can walk right out into the beach and start fishing. It is out of the hustle and bustle but not too far out. Highly recommend!
Stayed 7 nights in Oct 2024