Top-rated for comfort — guests feel right at home here.
Centrally-located
You're never far from where you need to be with this convenient location.
2 bedrooms3+ bathroomsSleeps 6
Popular amenities
Heated Pool
Onsite parking available
Kitchen
Washer
Air conditioning
Barbecue grill
Explore the area
Cudjoe Key, FL
Upper Sugarloaf Key
Place, Upper Sugarloaf Key
3 min drive
Upper Sugarloaf Sound
Place, Upper Sugarloaf Sound
4 min drive
Florida Keys Beaches
Place, Florida Keys Beaches
8 min drive
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
35 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
2 King Beds
3 bathrooms, 3 half bathrooms
Bathroom
Bathroom
Bathroom
Bathroom 2
Bathroom 3
Bathroom 4
Spaces
Kitchen
Kitchenette
Balcony
Separate dining area
About this property
101- Oceanside House with Pool
Discover your dream getaway at this casually elegant coastal home, where relaxation meets adventure. Nestled in a prime location, you can dock your boat (up to 25 feet) right behind the pool in tranquil waters, offering easy access to some of the best snorkeling, diving, and fishing in the Florida Keys. Enjoy breathtaking open ocean views and the soothing breeze from the pool as you unwind and relax. Whether you’re casting a line, paddle boarding, or kayaking from the dock, the wonders of the Keys are just steps away. Situated only 20 minutes from the vibrant heart of Key West, you’ll be surrounded by a wealth of local attractions, including exceptional dining options. Cudjoe Garden’s Marina, a full-service marina with boat rentals and a convenient ramp to launch your boat. For the family, don’t miss unforgettable experiences at Bahia Honda State Park Beach, Looe Key diving/snorking reef, the Dolphin Research Center and the abundant wildlife that surrounds the FL Keys. Step inside this completely renovated home, where stylish furnishings create a warm and inviting atmosphere. Property Highlights: - Top Level: Retreat to two master bedrooms, each featuring a king-size bed, private en-suite bathroom, 43-inch Smart TV, and a serene balcony to enjoy the views. - Main Level: open layout that includes an additional full bathroom, a fully equipped kitchen, a dining table, laundry room, and a cozy living room area with a 65-inch Smart TV. Step out onto another balcony for moments of tranquility. - Ground Level: outdoor space is equipped with a dining table and BBQ grill, Dive into fun with complimentary water toys, including kayaks and paddleboards, or relax in the private hammock area. Convenient parking is available for up to 3 vehicles. - Additional Amenities:For added convenience, a Serta queen-size air mattress is provided, accommodating up to 6 guests in total. Three flat-screen smart HDTVs, complete with Hulu, Netflix, and free internet access, ensure you stay entertained. High-speed Wi-Fi is available throughout the property, making it easy to stay connected. This idyllic vacation home is perfect for families or couples seeking a serene retreat in a tropical paradise. Experience the perfect blend of open ocean views, relaxation, poolside lounging, and boating bliss.
Our prices include all fees. No hidden fees.
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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
Parties and events are allowed on site
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Summerland Key
Located in Summerland Key, this vacation home is on the waterfront. Florida Keys Beaches and Upper Sugarloaf Key reflect the area's natural beauty and area attractions include Blue Hole and Wilhelmina Harvey Park. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting.
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at 101- Oceanside House with Pool?
As of Jun 19, 2026, prices found for a 1-night stay for 2 adults at 101- Oceanside House with Pool on Aug 12, 2026 start from $603, 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 101- Oceanside House with Pool pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at 101- Oceanside House with Pool?
Check-in begins at 4:00 PM.
What time is check-out at 101- Oceanside House with Pool?
Check-out is at 10:00 AM.
Where is 101- Oceanside House with Pool located?
Situated on the waterfront, this vacation home is 2 mi (3.3 km) from Upper Sugarloaf Key and within 6 mi (10 km) of Florida Keys Beaches and Boondocks Grille & Draft House. Lower Sugarloaf Sound and Big Pine Key Flea Market are also within 9 mi (15 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
We had a relaxing, fun and comfortable stay. The host was more than accommodating and the condo was impeccable. The location is very convenient to local restaurants as well as a quick drive to Key West. My only recommendation is to provide more towels. For an extended stay with more than 2 guests it needs more beach and bath towels.