Entire home

NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking

Photo gallery for NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking

Front of house
Pool deck at night
Pool deck during the day
Front of house and two off street parking spots
Front porch, looking towards Southernmost Point

Reviews

10 out of 10
Exceptional
5 bedrooms5 bathroomsSleeps 12250.8 sq m

Popular amenities

  • Dryer
  • Beach view
  • Washer
  • Kitchen
  • Barbecue grill

Explore the area

Map
Key West, FL
  • Duval Street
    ‪1 min walk‬
  • South Beach
    ‪2 min walk‬
  • Southernmost Point
    ‪3 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪8 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.

Property manager

Abbey Weiss
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
All of our little guests have loved Seaside Place
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Events

No events allowed
Please contact us
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Pets

No pets allowed
Due to allergies and hair no pets, sorry.
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Smoking

Smoking allowed: in designated areas
Not inside but beautiful outdoor space to enjoy
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 Fort Zachary Taylor Historic State Park and Florida Keys Beaches. 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.
Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.2 km
  • South Beach - 2 min walk - 0.2 km
  • Southernmost Point - 3 min walk - 0.3 km
  • Ernest Hemingway Home and Museum - 10 min walk - 0.9 km
  • Mallory Square - 4 min drive - 2.1 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 8 min drive

Restaurants

  • ‪El Siboney Restaurant - ‬9 min walk
  • ‪Southernmost Beach Café - ‬2 min walk
  • ‪Southernmost Point Bar In the USA - ‬5 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬5 min walk
  • ‪Banana Cafe - ‬4 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.

Is NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking pet-friendly?

No, pets are not allowed at this 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 Florida Keys Beaches, Duval Street and South Beach. 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 132 out of 136 reviews
Rating 8 - Good. 2 out of 136 reviews
Rating 6 - Okay. 1 out of 136 reviews
Rating 4 - Poor. 1 out of 136 reviews
Rating 2 - Terrible. 0 out of 136 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Jim C.

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

Great house for a large group trip on Key West!

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.
Stayed 3 nights in Apr 2025

10/10 Excellent

Debi W.

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

Extended family vacation

The property was perfect for our family of 10 visiting. The room layout accommodated adults and children and we appreciated the multiple living/dining spaces. The pool was a hit. We only wish the weather would have cooperated better that week. Easy walking distance to Duvall, the beach, grocery and dining. We rented an EV golf cart and the home accommodated the charging of it. Along with the rental company being 2 doors away.
Stayed 7 nights in Jan 2025

10/10 Excellent

Carrie B.

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

New Years Getaway

We spend quite a bit of time in the Keys and brought a group of 11 ages 15-51 this time for a week. House was perfect, loved the double washer and dryer, plus the beautiful outdoor area and pool. A great location, though I recommend renting a golf cart for a week as well. We got coffee at Ana’s each morning and ending many nights at the Tipsy Rooster (both essentially next door. Highly recommend.
Stayed 7 nights in Dec 2024

10/10 Excellent

Kimberly B.

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

Perfect Choice

The perfect property for a family gathering. Well appointed with everything you could possibly need. The neighborhood is close to many activities and attractions, yet reasonably quiet and peaceful. We had a lovely time and would recommend this property wholeheartedly. Thank you Abby!
Stayed 7 nights in Dec 2024

10/10 Excellent

Steven G.

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

Thanksgiving and Birthdays

Wonderful property and location. Walk to everything. we gave the pool a workout. House was perfect size and accommodations for we 10.
Stayed 7 nights in Nov 2024

10/10 Excellent

Stuart G.

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

Holiday

All good thanks….
Stayed 7 nights in Nov 2024

10/10 Excellent

Kyle A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Aug 2024

10/10 Excellent

Tiina R.

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

Family get-together

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.
Stayed 5 nights in Aug 2024

8/10 Good

Jason C.

Liked: Check-in, communication, location, listing accuracy

Great location, really cool home, amenities were awesome

This house is pretty cool, the location is phenomenal for Key west, a block off the Southern most point and the South side of Duval. The house had solid internet and A/C and a beautiful pool in the back with plenty of seating and pool toys etc. No shortage of dishes or outlets to plug your devices in, overall well outfitted. Only minor gripes the pool was too warm most days as water didn’t seem to be flowing a mid week repair seemed to mediate this issue. The floors were pretty dirty, it seems the cleaning people may be slacking in this area. The seating in the house, “hand built” was pretty uncomfortable so made larger gatherings in the TV area not so great. We had a guy show up thirty minutes before the published check out at 11 trying to get us off the property, I showed him the documentation and asked him to leave. Overall good, I would probably rent again if coming down again with a big group.
Stayed 7 nights in Jul 2024

10/10 Excellent

Peter S.

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

I’d give it 6 stars if I could

There’s so much to love about this property. It’s clean, apparently well-managed and maintained. The beds are comfortable, the rooms are nice. We all loved the pool, and made use of the sound system. Big outside dining table under shade, we had morning coffee and afternoon drinks here every day. The location is far enough from the loud bars that you can actually sleep. You’ll want transportation (we used golf carts) to explore more. Comes with helpful concierge (Abbey) that will help plan and take care of all your reservations. 5 Stars all around.
Stayed 5 nights in Jun 2024

10/10 Excellent

Bridget E.

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

Summer vaca

Really enjoyed Key West
Stayed 7 nights in Jun 2024

10/10 Excellent

Stephanie B.

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

Awesome!

We stayed at this amazing house for 5 days! It was a girls trip for a big birthday! The location, private pool and Abby were all FANTASTIC!!! We hope to be back soon!!!
Stayed 4 nights in Apr 2024

10/10 Excellent

Hank S.

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

Perfect find for us

So glad we found this place. There were 8 of use in the house and it was the perfect size! The owners of Seaside Place thought of everything, this home is ready for your vacation! Everyone in our group thought it was perfect for our trip. We could not have been happier!
Stayed 7 nights in May 2024

10/10 Excellent

Kara S.

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

Seaside Place

Seaside place was a beautiful house and was close to a lot of the main attractions in Key West. Abbey was the hostess of the house and she was very communicative and prompt in responding to any questions. I highly recommend this house for your stay in Key West.
Stayed 4 nights in May 2024

10/10 Excellent

sheila s.

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

Fall vacation

Fantastic house in the best location!
Stayed 5 nights in Oct 2023

10/10 Excellent

Dane C.

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

Family Reunion

Seaside Place was a great choice for our family gathering. A beautiful setting to connect, visit and enjoy being together.
Stayed 5 nights in Jun 2023

10/10 Excellent

Lisa G.

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

Seaside Place

What a wonderful vacation ! The home and location were both perfect for our family of seven adults and one child. Abbey took care of everything from airport transportation to dinner reservations. We look forward to visiting again!
Stayed 5 nights in Jun 2023

10/10 Excellent

Charlene S.

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

Excellent

Very nice house
Stayed 7 nights in Jun 2023

10/10 Excellent

Jane B., Bardstown, KY

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

Excellent house and location.

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!
Stayed 5 nights in May 2023

10/10 Excellent

Stephanie N.

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

What an amazing stay!

From booking to checkout, Abbey was great! She provided information about the house as well as offered to make local reservations for us from restaurants to sunset cruises! The house was in a perfect location and beautiful! We had 10 people and there was plenty of room for everyone. The pool and pool area was simply paradise! With luck we will hopefully be visiting Seaside Place again!
Stayed 7 nights in Apr 2023

10/10 Excellent

Michael M.

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

Excellent Key West Vacation Home

The Property was exactly as advertised. Very well equipped and appointed. Thoughtful guest planning was obvious. Our kids and grandchildren loved the property as well. "we'll be back!"
Stayed 7 nights in Apr 2023

10/10 Excellent

Jane J., Minneapolis, MN USA

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

A PERFECT VACATION

Everything about Seaside Place was beyond our expectations. We were a group of ten adults. From the beginning Abbey was a perfect host. Communication was excellent. She gave our group recommendations, made reservations for us and most importantly made us feel welcome. The house was perfect. Clean, a relaxing outdoor space (pool area and front porch), lots of room, comfy beds and a well equipped kitchen. We spent mornings on the front porch drinking coffee and eating meals by the pool area. The location is ideal. We will definitely be back!!!!!!!
Stayed 7 nights in Mar 2023

10/10 Excellent

Barbara B.

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

Roomy house in great location

We had a wonderful time in Seaside Place which is in a great location less than a block from Duval, but at the quiet end. This is a great place for a family or large group of friends where everyone has a private space, but lots of room for group activities, and largest private pool in Key West. We plan to return again!
Stayed 14 nights in Feb 2023

10/10 Excellent

Bill R.

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

Great everything-place, location, and communication!

Thank you, Abbey!
Stayed 3 nights in Jan 2023

10/10 Excellent

Kylle O.

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

Great location and house!

My family stayed here during our first vacation to Key West and we loved it. The location was great and within walking distance to so many great restaurants, shops and bars. Abbey was so helpful in making recommendations for our group from a sunset sail to dinner reservations. We had family members of all ages and everyone really enjoyed their stay. Highly recommend!
Stayed 7 nights in Dec 2022

About the host

Hosted by Abbey Weiss

Host profile image
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