Entire home

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

Vacation home with private pool, steps from Duval Street

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

Exterior
Terrace/patio
Outdoor pool, a heated pool
Interior
Fridge, microwave, oven, stovetop
Classic Key West style and luxury await at Seaside Place, a 2700 square foot haven just off Duval Street with Atlantic Ocean views. Unwind by the largest heated pool in Old Town, relax on the wrap-around balcony or indulge in a home-cooked meal from your full-equipped kitchen. With tropical landscaping and comfortable spaces for dining and lounging, you'll feel like you're truly on vacation.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 12251 sq m

Popular amenities

  • Dryer
  • Washer
  • Beach view

Add dates for prices

About this property

Entire place

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

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 amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Heated pool
  • Massage
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Limo/town car service
  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchenette
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Breakfast available for a fee
  • Chef service
  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided
  • Day bed
  • Sofa bed

Bathroom

  • 4 shared bathrooms
  • Hair dryer
  • Outdoor shower
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washer/dryer

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Designated smoking areas
  • Note from host: Not inside but beautiful outdoor space to enjoy

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Iron/ironing board
  • Luggage storage
  • Meal delivery service

Location highlights

  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Bicycles
  • Boat
  • Heated pool
  • Optional golf privileges
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Garden
  • Housekeeping (on request)
  • Unit size: 2,700 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 30

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

Guests can access their accommodation through a private entrance
You will receive an email from the host with check-in and check-out instructions

Rules

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.

Access methods

Private entrance

Pets

Pets not allowed
Note from host: Due to allergies and hair no pets, sorry.

Children and extra beds

Children are welcome
Note from host: All of our little guests have loved Seaside Place

Events

No events allowed
Please contact us

Smoking

Smoking allowed: in designated areas
Not inside but beautiful outdoor space to enjoy

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
Onsite parties or group events are strictly prohibited
Note from host: Please contact us
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, 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

We should mention

A car is not required for transportation to and from this property

Property is also known as

Old Town Key West Southernmost Beach Duval Main Street House
Old Southernmost Beach Duval Main Street
Old Town Key West Southernmost Beach Duval Main Street House
Old Southernmost Beach Duval Main Street House
Old Town Key West by Southernmost Beach Duval Main Street
Old Town Key West Southernmost Beach Duval Main Street
Old Southernmost Duval Main
Old Town Key West by Southernmost Beach Duval Street

About the neighborhood

Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.2 km
  • South Beach - 1 min walk - 0.2 km
  • Southernmost Point - 3 min walk - 0.3 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • Mallory Square - 4 min drive - 2.0 km

Getting around

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

Restaurants

  • ‪Southernmost Beach Café - ‬2 min walk
  • ‪Seaside Cafe at the Mansion - ‬2 min walk
  • ‪La Te Da - ‬5 min walk
  • ‪Southernmost Point Bar in the USA - ‬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?

Check-out 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 vacation home is steps from Florida Keys Beaches, Duval Street, and South Beach. Southernmost Point and Ernest Hemingway Home and Museum are also within 15 minutes.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

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

10

Exceptional

10

Cleanliness

10

Location

10

Eco-friendliness

10

Property conditions & facilities
Rating 10 - Excellent. 137 out of 142 reviews
Rating 8 - Good. 3 out of 142 reviews
Rating 6 - Okay. 1 out of 142 reviews
Rating 4 - Poor. 1 out of 142 reviews
Rating 2 - Terrible. 0 out of 142 reviews

Reviews

10/10 Excellent

Jeanne

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!
Stayed 7 nights in Apr 2025

10/10 Excellent

Caitlin G.

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

Great family vacation property!

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!
Stayed 4 nights in Sep 2022

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

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

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

JUDY F.

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

Great House

Perfect Location, loved the pool and has everything you could ever need.
Stayed 6 nights in Jul 2022

10/10 Excellent

Ronald S.

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

Key West paradise

Beautiful property and a great location. Perfect for our group of 10.
Stayed 7 nights in Oct 2022

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

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

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

Mary R.

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

Cool Pool!

So much to do in Key West, but when you are not out and about Seaside Place Pool was the best!!! The house provided space for together entertainment as well as privacy if needed.
Stayed 7 nights in Jun 2022

10/10 Excellent

Sue F.

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

Family 2022

We had a fantastic time with our children and grandchildren. The property is in a great location and we loved having our own pool. The property is spacious and having your own private space and bathroom was nice.
Stayed 7 nights in Aug 2022

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

James H., East Palestine, OH USA

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

Best Rental Ever

This was our second stay at Seaside Place. They keep getting better. It has everything you'd need. Stop and get groceries on your way in and you really wouldn't have to leave. Ten (10) stayed and loved it. We will be back. The perfect place to enjoy Key West. Abbey was available for any concerns or needs. The trouble was we didn't have any. It is all there. If we could give it 10 stars we would!
Stayed 7 nights in Oct 2019

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

Frank S.

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

Wow amazing place

509 South Street is a great place to spend a week with friends! Nicely decorated, lots of wall hangings and art, and hardwood and tile throughout. And an excellent laundry room with two sets of machines. We had four couples, each had their own bed and bathroom. The kitchen was fully stocked with glasses for indoor use (like martini’s!), and plastic wine and drink glasses for by the private pool! Plenty of cookware and big kitchen space for all of us to cook our meals in, and ICE! Lots of ice for our drinks!! Coffee on the front porch (made either cup at a time in the Kuerig, or a pot at a time) – take your pick of the upstairs porch, or downstairs. Both overlooked South Street, and the Atlantic could be seen across the street! Sunrise was beautiful from a pier just three minute walk away, and the Southermost Point, just a stroll down the street a few hundred yards. Beware of the Lobster Shack next door! Yummy lobster rolls became a regular meal! -no one lost weight on this trip!! Big dining tables both indoors and out on private deck. Everything you needed was within walking distance, but if you don’t want to walk, or see more of the Key, then rent a scooter from next door! You’ll know morning has come when the local roosters begin their ‘crowing’. You’ll know its hot when the iguana’s come to visit you by the pool! They are tough on the landscaping! But mesmerizing to watch as they troll through the bushes and scale fences. Though we had everything we needed, Abbie was very attentive. Key West asked everyone to wear a mask, especially indoors, but outside as well. Most did. We did! Lots of outdoor dining options, lots of activities and rentals of all kinds, and of course shopping along Duval St. It was a 5 star vacation place for a group of 5 star people!
Stayed 7 nights in Nov 2020

10/10 Excellent

Christine P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
From my first contact with our host Abbey until our checkouts my communication was great. Any concerns or questions were addressed immediately. We experienced a beautiful home that included all the amenities we needed. (As Advertised)With 11 in my family we had plenty of room to spread out for some personal space as well as very comfortable rooms to end our day . Beds and bedding were very comfortable.The outdoor space was so beautiful, we spent so much time enjoying the pool and dinning area. The outdoor shower and bathroom was a bonus.Our children and grandchildren were all very happy.Seaside Place gave us a dream vacation in Key West.
Stayed 7 nights in Jul 2025

10/10 Excellent

Mary J.

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

Family Vacation

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!
Stayed 7 nights in Jun 2025

10/10 Excellent

John s.

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

Family vacation

wonderful location. Great pool
Stayed 7 nights in Jun 2025

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

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

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