Penthouse Condo with Rooftop Deck & Panoramic Sunset Bay Views – Islamorada
Enjoy elevated Keys living in this stunning 2-bedroom, 2-bath penthouse condo located in the gated Summer Seas Condominium. Just steps from the turquoise waters of Florida Bay, this fifth-floor unit offers sweeping open-water views and unforgettable sunsets from nearly every room. The bright, open living space flows onto an oversized private balcony—perfect for relaxing or dining while taking in the bay. Upstairs, the private rooftop level features a spacious indoor lounge with bar and TV, plus an additional outdoor deck with incredible 360° views of both the Florida Bay and Atlantic Ocean. The primary suite includes a king bed, ensuite bathroom, and walk-in closet, with beautiful water views to wake up to each morning. The second bedroom offers a queen bed plus a bunk setup (full on bottom, twin above), also with direct bay views. A sleeper sofa in the living room provides additional flexibility. Features: • Penthouse unit with elevator access • Expansive balcony with direct bay views • Private rooftop deck with indoor lounge and outdoor sun deck • Fully furnished • Washer and dryer in unit • Cable and internet included • Multiple TVs throughout Community Amenities: • Large heated/chilled pool + separate children’s pool • Sandy beach area with hammocks and fire pit • Marina, boat ramp, and fish cleaning station (tenant use restrictions apply) • Fitness center and game rooms • Gated community with on-site management Located in the heart of Islamorada at Mile Marker 88.5, close to dining, shopping, and outdoor activities. Rental Details: • 28-day minimum stay (HOA requirement) • No pets | Non-smoking • Boats and jet skis not permitted for tenants per association rules • Application and background check required ($200 non-refundable fee) • Condo approval required (approx. 5 days) Offered by Blue 9 Realty Inc. (DBA Keys Vacation Brokers)
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A security deposit is held against your credit card prior to arrival of up to $2,000 and will be released 7 days after departure.
Important information
You need to know
Property # 3142347vb
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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a deadlock
About the area
Islamorada
Located in Islamorada, this condo is near theme parks and on the beach. Jimmy Johnson's Big Chill and Florida Keys Dive Center are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore John Pennekamp Coral Reef State Park and Windley Key Fossil Reef Geological State Park. MoradaWay Arts & Cultural District and Jacob's Aquatic Center are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
Tavernier, FL
What's nearby
Old Road Gallery - 18 min walk - 1.6 km
Founders Park - 1 min drive - 2.1 km
Theater of the Sea - 6 min drive - 7.7 km
Baker's Cay Resort Beach - 13 min drive - 16.6 km
Bud n' Mary's Dive Center - 14 min drive - 17.3 km
Restaurants
McDonald's - 6 min drive
Hog Heaven - 5 min drive
Old Tavernier - 4 min drive
Dillon's Pub & Grill - 6 min drive
Dive Bar On The Bay - 6 min drive
Frequently asked questions
Does Penthouse Condo with Rooftop Deck & Panoramic Sunset Bay Views – Islamorada have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Penthouse Condo with Rooftop Deck & Panoramic Sunset Bay Views – Islamorada?
As of 11 May, 2026, prices found for a 1-night stay for 2 adults at Penthouse Condo with Rooftop Deck & Panoramic Sunset Bay Views – Islamorada on 1 Sept, 2026 start from S$270, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Penthouse Condo with Rooftop Deck & Panoramic Sunset Bay Views – Islamorada pet-friendly?
No, pets are not allowed at this property.
How much is parking at Penthouse Condo with Rooftop Deck & Panoramic Sunset Bay Views – Islamorada?
On-site parking is available at the property.
What time is check-in at Penthouse Condo with Rooftop Deck & Panoramic Sunset Bay Views – Islamorada?
Check-in begins at 4:00 PM.
What time is check-out at Penthouse Condo with Rooftop Deck & Panoramic Sunset Bay Views – Islamorada?
Checkout is at 10:00 AM.
Where is Penthouse Condo with Rooftop Deck & Panoramic Sunset Bay Views – Islamorada located?
Situated on the beach, this condo building is within 2 miles (3 km) of Old Road Gallery, Founders Park and Islamorada County Park. Rain Barrel Village and Florida Keys Dive Center are also within 3 miles (5 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Waking up every morning to the pristine waterfront is truly a paradise experience. The condo is equipped with everything you need for a wonderful stay; it is clean and beautifully decorated. The swimming pool is always refreshing, and fishing right off the dock is a favorite activity for everyone. In the evenings, sitting on the rooftop to watch the sunset over the water is simply breathtaking.
Marilyn L.
Response from VrboOwner on 13 Apr, 2026
HI Marilyn,
So happy that you could stay with us again and enjoyed your stay! I look forward to you coming back again next year! Have a wonderful summer! Jonelle
Awesome location, excellent venue, VERY responsive host's agent. Couldn't ask for anything more.
Vincent S.
Stayed 32 nights in Nov 2025
Response from VrboOwner on 13 Dec, 2025
Hi Vincent! Thank you for your nice thoughts! You were awesome and we are looking forward to your return!!! Have a great winter. Jonelle
From a partner site
10/10 Excellent
Marilyn L.
21 Apr, 2025
Paradise
This is a spectacular penthouse with a million-dollar view. It has all the makings of a home and more. It is cozy and comfortable, and everything is updated. The owners take great pride in their condo, and its upkeep verifies that.
This is the best spot in the Keys, and Summer Seas Condominium has many amenities to make your stay the best ever. We can't wait to go back in 2026.
Marilyn L.
From a partner site
10/10 Excellent
Samantha D.
27 Jul, 2024
Wonderful condo with amazing views.
The condo had a great kitchen and the washer and dryer in the unit was a big plus. The views were constantly changing, from purple sunrises, to rainstorms then sunny sparkling waters and orange pink sunsets. The rooftop terrace was a great place to see watch the full moon and you can see the ocean and sunrise from there also. Great location as it is close to many restaurants and Publix. The pool and the grounds were nice, I saw a manatee and baby in the marina, several dolphins in the bay and many rainbows. I like that there is a gym and got in a few workouts during my stay. I was there in July and the founders park fireworks can be seen from the rooftop deck. The beds were comfortable and nice to have two full bathrooms. The dinning table overlooks the bay and there are plenty of televisions and space to relax.
Samantha D.
From a partner site
10/10 Excellent
Jeanne H.
5 Mar, 2024
Fabulous views
The large windows and balcony offered a beautiful view of the gorgeous bay. In the evening we could watch sunsets from the balcony or climb the spiral stairs to an even better view from our own roof top.
The condo had comfortable seating, a great tv, and a very nice kitchen and laundry. Even though we did not use them, each bedroom had a tv, and the lovely sitting room on the rooftop also had a tv.
There were plenty of towels, swim towels, and the kitchen had all that we needed. The primary room had a comfortable bed, although it was a queen not a king.
The common areas of the complex and the landscaping were kept up beautifully. The swimming pool was huge, always pristinely clean and heated. It was great to always have plenty of seating available by the pool. A walk by the docks to observe the sea life was one of the highlights, and the beach area was a great place to sit as well.
Our month at Summer Sea was one of the best we have ever had in the keys.
Jeanne H.
From a partner site
10/10 Excellent
Jeanne H.
3 Mar, 2024
Fabulous views
The large windows and balcony offered a beautiful view of the gorgeous bay. In the evening we could watch sunsets from the balcony or climb the spiral stairs to an even better view from our own roof top.
The condo had comfortable seating, a great tv, and a very nice kitchen and laundry. Even though we did not use them, each bedroom had a tv, and the lovely sitting room on the rooftop also had a tv.
There were plenty of towels, swim towels, and the kitchen had all that we needed. The primary room had a comfortable bed, although it was a queen not a king.
The common areas of the complex and the landscaping were kept up beautifully. The swimming pool was huge, always pristinely clean and heated. It was great to always have plenty of seating available by the pool. A walk by the docks to observe the sea life was one of the highlights, and the beach area was a great place to sit as well.
Our month at Summer Sea was one of the best we have ever had in the keys.
Jeanne H.
About the host
Hosted by Jonelle Kop - Blue 9 Realty Inc.
Why they chose this property
This penthouse offers a rare combination of elevated views, private rooftop space, and resort-style amenities in one of the most desirable areas of Islamorada. From sunrise to sunset, nearly every space is designed to take in the water, making it an ideal setting to relax, gather, and experience the Florida Keys.
What makes this property unique
Private rooftop deck with indoor lounge and outdoor 360° views Expansive balcony overlooking Florida Bay Top-floor penthouse location with elevator access Sunset views from multiple rooms Located in a gated waterfront community with full amenities Walking distance to popular dining and close to local attractions
Languages:
English
Premier Host
They consistently provide great experiences for their guests