Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
5 bedrooms5 bathroomsSleeps 12250.8 sq m
Popular amenities
Kitchen
Washing machine
Dryer
Explore the area
Key West, FL
Duval Street
Place, Duval Street
1 min walk
South Beach
Place, South Beach
1 min walk
Southernmost Point
Place, Southernmost Point
3 min walk
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
11 min drive
Rooms & beds
5 bedrooms (sleeps 12)
Bedroom 1
1 Queen Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Single Bed and 1 Queen Bed
Bedroom 4
1 Queen Bed
Bedroom 5
1 Double Futon and 1 King Bed
5 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Outdoor shower
Bathroom 4
Toilet · Shower only
Bathroom 5
Toilet · Shower only
Bathroom 6
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Kitchenette
Balcony
Separate dining area
Garden
Dining area
About this property
NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking
Seaside Place welcomes guests from all states and follows all cleanliness and safety guidelines. Your safety and comfort is top priority - feel free to reach out to us with any questions, we are always here to help!
Classic Key West style, just off Duval Street with Atlantic Ocean view. Built in 1910, this 2700 square foot, classic revival style home is authentic Key West workmanship, complete with wood peg structure, traditional balconies and gingerbread trim. Refurbished by our current owners, Seaside Place is a spacious 5 bedroom, 5 bathroom home with private master suite (inclusive of kitchenette, living space, private entrance and balcony access), off-street parking, and the largest and deepest heated pool in Old Town private home. Space is your luxury here: our common areas comfortably accomodate all guests for dining and lounging, while large bedrooms allow for privacy and rest. Our pool deck offers covered dining space, chaise seating for all guests, shaded conversation nook, grill deck and full bungalow bathroom with shower. You'll never feel cramped or "in tight quarters" while staying with us!
Seaside Place Interior:
Your vacation begins as you enter our main foyer. Look down the hallway and you'll catch your first glimpse of our crystal clear pool. To the right is our sunlit living room, full of custom woodworked furniture, handcrafted by ownership. The living room opens to the colorful kitchen, complete with bar seating for a light breakfast and coffee, yet fully appointed to cook your catch and prepare a memorable dinner for all guests. Pass through window allows easy access to the dining room, with a panoramic view of the pool deck. Dining room features custom furnishings and a convenient banquette with ample seating for guests to dine and make memories together, or find a comfortable space for reading and relaxing.
The back bedroom allows for both privacy and access - a king sized bed and western light ensure restful sleep without disruption. The en suite bathroom offers a wall length mirror with grooming station. A door provides access to the laundry room, featuring two sets of washers & dryers for your convenience, extra towels, housekeeping supplies and sunblock - there is a second door out to the pool, so wet pool towels can easily be transferred to the wash.
The front bedroom features southwestern exposure and windows overlooking the porch. The king sized bed has decorative bedding and sheets by The Company Store. Stairs welcome you to the second floor and shared bathroom. The back bedroom has a queen sized bed and bonus daybed, with built in closet.
Move down the hall to the front room and enjoy bright natural lighting and en suite bathroom. Relax in the hallway sitting area and enjoy the ocean breeze through the porch door. Cozy seating adorns the balcony, where you'll easily pass time enjoying the Atlantic and people watching below.
The private master suite is the gem of our home and our favored space. Enter the living space, featuring futon and chairs overlooking the front balcony. The king sized bed features an intricately detailed headboard and romantic bedding. There is a dining table for two just outside the kitchenette, with refrigerator, sink, small appliances and free standing ice machine. The en suite bathroom is spacious with a private linen closet. A private entrance provides access to the upper balcony, with a staircase to ground level.
Interior decor and furnishings are tropical and vibrant - the artwork themes for each room were curated by our owner and carefully considered to inspire a sense of place: you are experiencing vacation in Key West, this is the rest you deserve.
Seaside Place Exterior:
Seaside Place offers an extraordinary Key West experience. Our pool deck is second to none for a private residence: the 15' x 30', 7' deep heated pool is unique to our property - you will not find a pool this big, this deep or this private anywhere else in Old Town. The cabana bathroom provides the quintessential vacation experience by allowing you to bathe in the warmth and tranquility of nature. Dining outdoors under the moonlight or chatting in the shade of the sitting area are where the memories of vacations are made.
The long driveway offers off street parking, a rarity in Old Town. Use the space for cars, bikes, golf carts or scooters; there is plenty of space available. The front porch is calm and luxe, and the perfect place to enjoy morning coffee or a happy hour cocktail and watch the world peacefully pass by. From the white picket fence to the detailed wooden craftsmanship, every aspect of Seaside Place is a reminder of your Key West experience. The side porch houses luggage storage, should you need space to store your items outside of check in/check out hours. Trash and recycling recepticles are tucked away at the back.
Staying at Seaside Place and indulging in our unique amenities will reimagine your idea of an island getaway. When you're ready to depart your haven and take in the thrills of Duval Street, a quick half block walk takes you to exquisite art galleries, exciting nightlife, fresh seafood and delicious dining, the Southernmost Point, the Butterfly Conservatory and access to the Duval Loop.
Seaside Place Bedrooms:
• Front downstairs bedroom - queen sized bed, en suite full bathroom • Rear downstairs bedroom - king sized bed, en suite full bath • Front upstairs bedroom - queen sized bed, en suite full bath • Front master suite - king sized bed, futon, en suite full bath • Rear upstairs bedroom - queen sized bed with twin daybed, hallway bathroom
Amenities: 15' x 30' heated pool with waterfall, tropical landscaping, wrap around upper and lower balconies with seating, outdoor covered dining, 3 fixture cabana bathroom, two off street parking spots, Atlantic Ocean view, luggage storage, full equipped kitchen, 2 free standing ice makers, twin washer & dryer sets, televisions in all bedrooms, central air conditioning, internet, cable television, master suite with kitchenette, concierge service. Mid-week housekeeping service may be scheduled.
Restrictions: Smoking permitted outdoors only, ashtrays must be used for refuse. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian. Pets are not permitted.
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Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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Keep noise to a minimum after 11 pm; maintain laundry, garbage and dishes; do not use excessive toilet paper, island plumbing is sensitive.
All rented items (i.e., cribs, strollers, golf carts, bikes) must be removed from property by 11:00 am on day of check out.
Charging of unauthorized electric vehicles is not permitted on property.
Important information
You need to know
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
Note from host: Please contact us
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
We should mention
A car is not required for transport to and from this property
About the area
Key West
Located near the beach, this holiday home is in Old Town Key West, a neighbourhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Key West Butterfly and Nature Conservatory - 1 min walk - 0.2 km
Southernmost Point - 3 min walk - 0.3 km
Getting around
Key West, FL (EYW-Key West Intl.) - 8 min drive
Restaurants
Seaside Cafe at the Mansion - 2 min walk
Southernmost Beach Café - 2 min walk
Circle K - 6 min walk
Banana Cafe - 4 min walk
Southernmost Point Bar in the USA - 5 min walk
Frequently asked questions
Does NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking?
As of 1 Apr 2026, prices found for a 1-night stay for 2 adults at NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking on 6 July 2026 start from AU$2,664, 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 NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking pet-friendly?
No, pets are not allowed at this property.
How much is parking at NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking?
On-site parking is available at the property.
What time is check-in at NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking?
Check-in begins at 4:00 PM.
What time is check-out at NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking?
Checkout is at 11:00 AM.
Where is NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking located?
Located in Old Town Key West, this holiday home is steps away from South Beach, Duval Street and Florida Keys Beaches. Southernmost Point and Ernest Hemingway Home and Museum are also within 15 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had a terrific stay in this beautiful home. Perfect location near the southernmost point. Short walk to the beach and Duval St. Responsive owner who was easy to communicate with. Highly recommend!
Our family of 9 loved this beautiful, charming home. The outside area is private and amazing with a very large heated pool, 2 TV’s, a grill, fridge, a full bathroom, lots of seating and a large dining area. The inside is roomy with a great kitchen and another nice dining area. The beds were super comfortable.Abbey has thought of everything for a delightful stay.
This was the second time we stayed in this home. The first time was about 10 years ago. We loved it then as well. Our grandchildren were babies now young teens. The house is so very family friendly. Location absolutely could not be better. We had bikes delivered the morning we got there. We could walk across the street to the beach and bar/restaurant. Really recommend their happy hour. Beds comfy, kitchen well stocked. Promise you will create fond memories.
Ann T.
Stayed 7 nights in Dec 2025
Response from VrboOwner on 7 Jan 2026
Thanks, Ann - we are so happy to have welcomed you back to Seaside Place. Hopefully you won't wait another ten years to return! Please stay with us again soon!
Sick house all around, ideal for a long weekend with friends. Pool and outdoor area are absolutely aces. Bedrooms are massive, plenty of bathrooms, lots of space, and the kitchen is as fully stocked as you could ever desire. Can't think of one negative thing to say except that we couldn't stay forever.
We had a great stay at Seaside Place- it was spacious and roomy, with plenty of beds and bathrooms, and lots of nice kitchen appliances, high quality pots and pans, etc. The pool and outside area was excellent as well. The house itself has a lot of history, and it's located in a great location close to plenty of restaurants, shops, and tourist attractions.
Jim C.
Stayed 3 nights in Apr 2025
Response from VrboOwner on 28 July 2025
Thank you, James - we were thrilled to welcome your group for a quick trip, maybe you can stay with us for a week next time! We hope to welcome you back in 2026!
This was a family vacation with all adults. It was a wonderful cozy well equipped home. The front door needs to be replaced. Other than that. We had a wonderful time. Beds are comfortable. Everything’s very nice.
We loved the Seaside Place. We had a group of 6 adults and 5 teenagers. The home was well equipped and had everything we needed. We loved the porch in the early morning and evening. The pool was an added bonus especially after spending our day in the hot sun. This was one of our best vacations. Location was excellent too!
Mary J.
Stayed 7 nights in Jun 2025
Response from VrboOwner on 28 July 2025
Thanks, Mary - we look forward to welcoming your group back next year to your Southernmost Home at Seaside Place!
Verified
10/10 Excellent
Jeanne
23 Apr 2025
Liked: Cleanliness, amenities, property conditions & facilities, communication
Beautiful property inside and out. The house is thoughtfully stocked with comfort and convenience in mind. Had a wonderful time in Key West!
Jeanne
Stayed 7 nights in Apr 2025
Verified
10/10 Excellent
Kim F.
30 May 2019
Awesome house. Great vacation
I would stay again
Kim F.
Stayed 7 nights in May 2019
Response from VrboOwner on 27 Mar 2020
Thanks, Kim - we look forward to you coming back south to see us!
Great place, really seemed like they had everything for a big family, was right next to so many things and the concierge made great dinner reservations and all day boat adventure. Would definitely stay there again!
Caitlin G.
Stayed 4 nights in Sep 2022
Response from VrboOwner on 5 Sept 2022
Thanks, Caitlin! We enjoyed hosting your group and look forward to your return - next time you MUST stay longer so we can help plan more adventures! We look forward to seeing you again in 2023!
Beautiful property and a great location. Perfect for our group of 10.
Ronald S.
Stayed 7 nights in Oct 2022
Response from VrboOwner on 10 Oct 2022
Thanks, Tony - it was a pleasure hosting your group and we'd love for you to come back next year!
Verified
10/10 Excellent
John N.
4 Dec 2018
Wonderful place!
The place was just perfect for our group of 10. Close to the action, but on a quieter street, great swimming pool in the back yard, walking distance from most everything. Could not have asked for a better place.
John N.
Stayed 7 nights in Nov 2018
Response from VrboOwner on 27 Mar 2020
Thanks, John - We couldn't have asked for a better review! We love being close to the excitement, but far enough away from the noise! Looking forward to your next stay!
This place is absolutely perfect for visiting key west and Abbey is extremely helpful with everything. She even found us a place for 31 last minute! We will definitely stay here when we come back.
Eric G.
Stayed 7 nights in Jul 2022
Response from VrboOwner on 13 July 2022
Hi Eric - thanks for the kind review! We're so happy to have helped create a memorable vacation for your extended group! Please stay with us again, we look forward to welcoming you back to Seaside Place!
We really enjoyed our stay. The property offered the perfect setting to get a mix of venturing out and about in Key West and just relaxing around the pool and throwing together a quick BBQ dinner. Abbey was a super helpful and responsive host. Very much recommend.
Tiina R.
Stayed 5 nights in Aug 2024
Response from VrboOwner on 28 Sept 2024
Thanks, Tiina - we enjoyed hosting your group and hope you'll stay with us again! Seaside Place really is the perfect spot for a big group who is looking for a place to relax, while having easy access to everything Key West offers! We look forward to welcoming you back in 2025!
We loved this house and the location. The amenities were incredible and everything was so well thought out. Probably the best VRBO we’ve ever had. Thank you!
Jane B.
Stayed 5 nights in May 2023
Response from VrboOwner on 19 May 2023
Thanks, Jane - we pride ourselves giving you the best possible experience and sending you home with great memories! We look forward to welcoming you again next year!
About the host
Hosted by Abbey Weiss
Like the home’s original turn-of-the-century owners, Joyce and her husband, Craig, landed on Key West from the Caribbean. In 1994, after sailing the turquoise seas in a 33-foot boat Craig built by hand, the pair embarked on a new path of restoring historic properties and inn keeping. Seaside Place is their second vacation rental and you will likely see them passing by the house (Craig walks Old Town every day) , enjoying a cold Miller Lite at La Te Dah or watching a game and cheering on their Steelers!
Please email us anytime with questions - we're always happy to help and would love to welcome you to Seaside Place! No question too big or small - feel free to reach out!
Why they chose this property
When you think of Key West, Seaside Place is the type of home you see in your mind's eye: wood frame, historic styling with wraparound upper and lower porches, set back slightly from the street and shaded by a majestic tree. You can already see yourself sipping morning coffee and people watching as the day begins. You enjoy daily adventures and are welcomed home by our charming Hugh Manatee mailbox and smile blissfully as you let yourself in through the white picket fence. Like much of Key West, there is so much more to Seaside Place than meets the eye!
Please email us anytime with questions - we're always happy to help and would love to welcome you to Seaside Place! No question too big or small - feel free to reach out!
What makes this property unique
There is no better location than Seaside Place: situated on South Street between Simonton and Duval, we are close to all the action, but far enough to enjoy quiet evenings. Our pool is the largest and deepest in an Old Town vacation rental and the spacious deck offers chaise seating for all your guests. Indoor and outdoor dining areas are a luxury, and each bedroom is big enough to offer each guest the space to spread out and enjoy privacy from the group. Our home is 2700 square feet with 12 foot ceilings - this is a rarity in Key West. Parking is at a premium in Key West and the two off street parking spots we offer is a $200 per day value (city parking lots are $4/hour with a 10 hour maximum). The decor has been lovingly considered by our owners, with handcrafted woodworking and tropical accents procured from around the world - Seaside Place offers the quintessential Key West experience, you will not be disappointed by our charm and offering!
Please email us anytime with questions - we're always happy to help and would love to welcome you to Seaside Place! No question too big or small - feel free to reach out!
Languages:
English
Premier Host
They consistently provide great experiences for their guests