33040, Florida, United States Vacation Rental Private-vacation-homes By Owner - Page 48

Summary:brbrHarbor House Suite A- Luxury 4BDR/4BA Penthouse SuitebrbrbrbrThe Space:brbrWelcome to Luxury Harbor House Suites, an exceptional NIGHTLY vacation rental property located in the heart of Key West's City Center. Our newly renovated property boasts 2,400 square feet of luxurious living space, featuring four large en-suite bedrooms, each exquisitely decorated in a modern coastal-chic style. The stunning 12 Ft ceilings in the living area provide an effortless flow between indoor and outdoor entertaining, making it the perfect space for creating memories that will last a lifetime. After a day filled with adventure, take a moment to unwind on your oversize porch and soak in the vibrant energy of the city center. As one of the closest properties to Mallory Square, Luxury Harbor House Suites offers the perfect vantage point to witness the iconic Sunset Celebration and experience the best of Key West's vibrant culture. We invite you to join us at Luxury Harbor House Suites, where luxury meets comfort for an unforgettable vacation experience.brbrbrbrSleeping Arrangements:brbr3 King size bedsbrbr2 Twin Bedsbrbr2 Sleeper SofasbrbrbrbrAdditional features:brbrCentral AC & ceiling fans throughoutbrbrStarter supply paper productsbrbrStarter set cleaning productsbrbrLinens, bath, and pool towelsbrbrKitchen cookware, dishes, flatware, glasswarebrbrWireless high-speed internetbrbrAT&T Uverse cable, smart TV capable thru-outbrbrHousekeeping services availablebrbrLaundry RoombrbrLarge Outdoor TerracebrbrPARKING IS NOT PROVIDED- parking can be found at 300 Grinnell Street, the PARK-N-RIDE garages or at the Mallory Square.

Harbor House Penthouse- A

Key West, Florida, United States

Bed

Bath

Sleeps

$1265.85

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrThis renovated Old Town estate is designed for the real downtown experience in the Conch Republic, but in a large home-base all your own. SWEET HOME ANGELITA is located right in Old Town, half a block away from Duval Street and smack dab in the center of the entertainment district. You couldn't be any closer to the late-night scene and attractions of downtown. Fair warning... It can get a little noisy out there! SWEET HOME ANGELITA was renovated into two apartments which are offered together in this dual-home compound. You'll have two living rooms, two full kitchens, two sets of washer/dryers, and plenty of space for your group both in shared areas and private accommodations. You won't need a car, but should you decide to bring one you will have one spot in the driveway.brbrTHE LIVING AREAS AND KITCHENS...brbrSWEET HOME ANGELITA is a combination of two apartments: one upstairs, and one downstairs. Each apartment has its own living area and kitchen.brbrAs you enter either the upstairs or downstairs living areas, you are greeted with a modern tropical feeling in the light-filled living room with tall ceilings and high end finishes. There are large flat screen TVs in spacious living areas with plenty of seating. The sofas pulls out to sleeper beds to sleep extra guests in a pinch. brbrOff of the living areas, each upscale kitchen is fully equipped with all the high-end tools and appliances you'll need to whip up a meal at home (if you can resist the temptation of all of the famous Key West restaurants within walking distance, that is.) There are dining areas both upstairs and downstairs for the group to gather or spread out. The front and back of the home have doors to the wrap-around decks, both upstairs and downstairs, for you to enjoy your morning coffee and some prime Old Town Key West people watching.brbrTHE ACCOMMODATIONS...brbrThe accommodations of SWEET HOME ANGELITA are designed to accommodate either a family or several couples comfortably. brbrFirst Floorbr• Bedroom #1: King bed, full closet, flat screen TV, and an en-suite bathroom with a walk-in shower.brbr• Bedroom #2: Two Twins OR One King bed, full closet, flat screen TV, direct access to the back covered patio, and direct access to the hall bathroom with a walk-in shower.brbrSecond Floorbr• Bedroom #3: Queen bed, flat screen TV, and an en-suite bathroom with a walk-in shower. brbr• Bedroom #4: Queen bed, flat screen TV, direct access to the wrap around deck, and access to the shared full bathroom in the hallway with a walk-in shower.brbr• Bedroom #5: King bed, flat screen TV, direct access to the wrap around deck, and access to the shared full bathroom in the hallway with a walk-in shower.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central Heat and A/Cbr• Ceiling Fansbr• Flat Screen TVs in Living Room and All Bedroomsbr• Fully Equipped Kitchenbr• Basic stock of spicesbr• Starter supply of paper productsbr• Starter set of cleaning productsbr• Linens and Towels providedbr• Wireless high-speed Internet access and full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Private Gated and Landscaped Outdoor Patiobr• Off-street Parking in DrivewaybrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 13 adultsbr• Max of 2 Pets Allowed with Additional Fee of $200 per petbr• Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

**SWEET HOME ANGELITA @ OLD TOWN** Renovated Home Off Duval + LAST KEY SERVICES

Key West, Florida, United States

Bed

Bath

Sleeps

$282.06

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrSUNDRENCHED REFLECTIONS is not far from Old Town, with access to all the attractions that Key West has to offer. Yet, you'll be in your own world with a large sundrenched balcony overlooking Florida Bay and the Gulf of Mexico beyond. brbrTHE PRIVATE GATED COMMUNITY... brbrSunset Marina is a gated community located on Stock Island, right off the entrance to Key West. The location is a great balance between being secluded in a private community yet still only a short Uber ride into the best of Old Town Key West. With your rental home at Sunset Marina you'll have plenty of space for parking, both covered garage space and visitor space, as well as access to the private waterfront community pool.brbrTHE LIVING AREA... brbrThis distinctive 1658 square foot condo is an end unit with commanding views of the sunsets over the Florida Bay. SUNDRENCHED REFLECTIONS has been meticulously designed and furnished to a level you will seldom see in a vacation home, with fresco-style murals on the walls and thoughtful details everywhere you look. There's plenty of room for everyone at SUNDRENCHED REFLECTIONS, with a large main balcony, open living area with a 65 inch flat screen TV and separate bar area. The kitchen is completely equipped, with everything a good chef would need to prepare the most ambitious meals and even room for some sous-chefs.brbrTHE ACCOMMODATIONS... brbr• Master Bedroom: King bed, flat screen TV, direct access to the main balcony, private waterfront balcony, large walk-in closet, and an en-suite bathroom with twin vanities, an oversized shower and a Jacuzzi tub. brbr• Second Bedroom: Two Twins OR One King bed, flat screen TV, private waterfront balcony, and access to the shared full bathroom in the hall.brbr• Third Bedroom: King bed, flat screen TV, private waterfront balcony, and direct access to the shared full bathroom. brbrTHE HEATED COMMUNITY POOL and JACUZZI... brbrThe community pool area is a beautiful place to spend the day, with its setting right on the waterfront facing the marina and Florida Bay beyond. There are plenty of chaises and sitting areas and a cabana for your convenience. brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central Heat and A/Cbr• Ceiling Fansbr• Flat Screen TVs in Living Room and All Bedroomsbr• Fully Equipped Kitchenbr• Basic stock of spicesbr• Starter supply of paper productsbr• Starter set of cleaning productsbr• Linens and Towels providedbr• Wireless high-speed Internet access and full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Community Pool Accessbr• Community Jacuzzi Accessbr• Assigned off-street covered parking for 1 carbrbrOther notes:brbr• All monthly rentals include a mandatory interim clean. Multi-month stays require 1 interim clean per month.br• Additional interim cleanings availablebr• This property will accommodate up to 6 adultsbr• No Pets Allowed

**SUNDRENCHED REFLECTIONS @ SUNSET MARINA** Bayfront Condo + LAST KEY SERVICES..

Key West, Florida, United States

Bed

Bath

Sleeps

$1695.3

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrLocated in Truman Annex, a gated community with some of the most impressive homes in Key West, this meticulously furnished home stands out from all the rest in every way. NOONA'S MANSION is nestled in a quiet cul-de-sac facing the ocean on a beautifully landscaped piece of property. This impressive home features six spacious bedrooms, including a separate guest house, a fully equipped kitchen, a stunning private pool, off-street parking, and an untouchable location. Your service will be completely through Last Key Realty and we will take care of any and every request we can to make your stay flawless.brbrTHE LOCATION...brbrTruman Annex is the most exclusive private residential community in Old Town Key West. Located just off the main drag of Duval Street, Truman Annex is an oasis of calm, quiet streets lined with palm trees and beautiful Floridian homes. Within Truman Annex, Noah Lane is tucked away down a small cul-de-sac and is only a couple short blocks from Fort Zachary Taylor State Park beach. The entrance to Truman Annex is secured by a 24-hour staffed guard gate and you can use the residential entry gate keys to come and go on foot at night. Just beyond Truman Annex is the newly constructed Truman Waterfront Park - complete with a family friendly playground area and the Key West amphitheater.brbrCompliance with Truman Annex Community Rules & Regulations is expected of all Last Key guests. This includes “Quiet Time” in all outdoor areas, public and private, after 10PM.brbrTHE LIVING AREA... brbrFrom the moment you step foot inside, you'll immediately know NOONA'S MANSION is special home. You'll be greeted by a breathtaking view straight through the home to the pool, a one-of-a-kind luxurious kitchen and a living area that is large enough for a family reunion. Gather around the 60 INCH flat screen SMART TV to watch the big game or take in your favorite show, using the well-appointed living room furniture. The 10-foot high scissor doors on the back of the home open up the living area to form a spacious pavilion. The kitchen is fully equipped and with state-of-the-art appliances, including a Bertazzoni Italia six-burner gas range and double oven. The kitchen island is extra-large, with plenty of countertop space for prepping home cooked meals and includes bar seating for up to eight. For more formal meals, there is also a full dining table next to the kitchen with seating for eight. A convenient powder room is located just off the living area.brbrTHE ACCOMMODATIONS... brbr• First Bedroom: Located on the first floor, with two twin beds that can be converted to a King bed upon request. The en-suite bathroom is handicap-accessible.brbr• Master Bedroom: Located on the second floor, with a lavish King bed, a large sitting room overlooking the water and an en-suite bathroom with double vanities, a shower and a Jacuzzi tub.brbr• Third Bedroom: Located on the second floor, with two twin beds that can be converted to a King bed upon request and access to the front porch. Shares the full bath in hallway.brbr• Fourth Bedroom: Located on the second floor, with a Queen bed and front porch access. Shares the full bath in hallway.brbr• Fifth Bedroom: Located on the third floor, with two twin beds that can be converted to a King bed upon request and an en-suite bathroom.brbr• Sixth Bedroom: Located in a separate Guest House, with two twin beds that can be converted to a King bed upon request, an en suite bathroom and a kitchenette with small fridge.brbrTHE PRIVATE POOL... brbrFully fenced and surrounded by lush tropical landscaping for ultimate privacy, the beautiful backyard is sure to be a primary gathering place for your group. Spend those hot South Florida days cooling off in the private lagoon-style pool, which is sunny just about all day. The pool can be heated in the cooler months and features a custom rock waterfall. The surrounding deck is quite spacious with a propane BBQ grill, a full outdoor dining set, plenty of chaise lounges and a large remote control retractable awning for when you've had enough sun. One thing is certain: you'll never have enough of NOONA'S MANSION.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer & Dryer br• Central Heat & A/C br• Ceiling Fans throughout br• Flat Screen HD TVs in Living Room and Bedroomsbr• Full Gourmet Appointed Kitchen br• Basic Stock of Spices br• Starter supply of paper products br• Starter set of cleaning products br• Linens and Towels provided br• Wireless high-speed Internet access and full cable is included br• Full Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Fully Fenced & Lushly Landscaped Private Yard • Private Pool with available Pool Heat and Waterfall br• Propane BBQ Grill br• Off-street Parking for up to 2 CarsbrbrOther Notes: brbr• In person welcome br• Interim housekeeping provided upon request br• This property will accommodate up to 8 adults br• Pets Allowedbr• Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

**NOONA'S MANSION @ THE ANNEX** Grand Home & Pool + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$488.57

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrOCTOPUS'S GARDEN has been whimsically decorated with furnishings that reflect the laid-back, quirky island life style of Key West. Located in the gated community of Coral Hammock, you will be just down the street from the famous Hogfish Bar & Grill, Roostica Pizzeria, Hurricane Hole Marina & Restaurant and Chico's Cantina. The Key West Golf Club is just across the street while Lazy Dog Island Sports is just up the road for paddle boarding and kayaking trips. For your convenience there is a CVS Pharmacy right across the street. You will be just a short bike or Uber ride from Old Town Key West whenever you choose to take in the downtown area.brbrTHE COMMUNITY AND GROUNDS...brbrThis large, freestanding home has two off street parking spaces directly in front, with a grassy lawn that surrounds the house front and back. The front porch offers a shaded area to sit and relax. The back porch is perfect for a BBQ and the big fenced-in back yard is great for the kids. As Ringo's song says: 'oh what joy for every girl and boy, knowing they're happy and they're safe,'this home truly offers the security of a gated community with amenities for the entire family. An enormous communal swimming pool surrounded by plenty of chaise lounges is through a gate directly across from your front door. Access to the clubhouse includes a shaded patio area overlooking the pool, as well as an indoor gathering area and a private fitness center with cardio equipment and free weights. brbrTHE LIVING AREA & KITCHEN...brbrAs you enter Octopus's Garden through the front door to the living area, the bright colors of this tropical home immediately greet you with an island welcome. You will find lots of seaside touches to this home; with seashells, starfish, and sea life featured art in every room. The dining area is just inside the entrance, consisting of a sturdy dark wood table with dining seating for up to 6 under a modern chandelier. The kitchen is fully equipped with an electric range, dishwasher, and all of the appliances to create a great meal or cocktail hour at home. Moving into the living area, two large couches (including a queen sofa bed) offer space to relax and stretch out in front of the flat screen television. The french doors open up completely to create an indoor-outdoor living space overlooking the back yard and deck of OCTOPUS'S GARDEN. brbrTHE ACCOMMODATIONS...brbr• First Bedroom: Located on the First Floor with Two Twins OR One King bed, a flat screen TV, direct access to the back deck, and an en-suite with a large shower. brbr• First Master Suite: Located on the Second Floor with a King bed, a flat screen TV, a large walk-in closet, direct access to the back balcony, and an en suite bathroom with a large shower and a soaking tub.brbr• Second Master Suite: Located on the Second Floor with a King bed, a flat screen TV, a full closet, direct access to the front balcony, and an en suite bathroom with a shower and tub combo.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central Heat and A/Cbr• Ceiling Fansbr• Flat Screen TVs in Living Room and All Bedroomsbr• Fully Equipped Kitchenbr• Basic stock of spicesbr• Starter supply of paper productsbr• Starter set of cleaning productsbr• Linens and Towels providedbr• Wireless high-speed Internet access and full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Community Pool Accessbr• Assigned Off-street Parking for 2 carsbr• Fitness Centerbr• Clubhouse available for private partiesbrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 7 adultsbr• No Pets Allowedbr• Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

**OCTOPUS'S GARDEN @ CORAL HAMMOCK** Spacious Home & Pool + LAST KEY SERVICES...

Key West, Florida, United States

4

Bed

3

Bath

8

Sleeps

$400.03

2 Bedroom Garden-View Condo at 1800 Atlantic – Key West, FL brYour Tropical Getaway Awaits!brbrExperience the ultimate in comfort and relaxation at this beautifully appointed condo, perfect for a family vacation or a group of friends. Nestled in a lush tropical setting, this spacious 2-bedroom, 2-bathroom garden-view unit has everything you need for a stress-free stay in Key West.brbrFeatures Include:brbr Spacious private balcony overlooking botanical gardens & tropical courtyardbrbr Fully equipped, full-size eat-in kitchenbr Washer & dryer in unitbr Large dining area with seating for 6br King bed in the master bedroombr Two twin beds in the guest bedroombr Queen pull-out sleeper sofa in the living roombr Two full bathroomsbrbrResort-Style Amenities at 1800 Atlantic:brbr One of the largest heated pools on the islandbr Oversized 20-person Jacuzzibr 3 Lighted tennis courts (including 1 clay court)br Secure, assigned parkingbr Direct oceanfront property with easy access to the AtlanticbrbrEnjoy the comforts of home with the luxury of a tropical resort — just minutes from all that Key West has to offer.brbrElevator Upgrade project taking place from June - September 2026 - Please note there will still be one working elevator in both the East and West building while this project is underway.

High Tide awaits your next visit upgraded condo close to Smathers Beach

Key West, Florida, United States

Bed

Bath

Sleeps

$514.26

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrFOLLOW THE SUN is located at 1800 Atlantic Blvd on the beach, with sunset views right from your own 28-foot balcony. You'll be able to enjoy quiet afternoons with those balmy Key West breezes wafting through the floor-to-ceiling glass doors. FOLLOW THE SUN is located in an upscale private community within walking or biking distance to all of your favorite Key West spots, including beaches, restaurants, shopping, and the beautiful waters surrounding the island.brbrTHE LIVING AREA...brbrThe living room of FOLLOW THE SUN is comfortably furnished, with plenty of light streaming in from the floor-to-ceiling glass doors. There's a large flat screen TV, for those times you aren't marveling at the breathtaking Key West sunsets from your private balcony. The living room sofa pulls out to a Queen sleeper to accommodate two extra guests. The kitchen has everything a good chef would need to prepare any meal. The dining table will seat six comfortably, and there's also a kitchen bar that seats four more.brbrTHE POOL, THE BEACH & TENNIS... brbr1800 Atlantic offers Resort-style amenities, including an extra large Community Pool right downstairs. There are chaise lounges surrounding the pool for your comfort, and a cabana with restrooms for your convenience. Please note this is a shared pool with set rules, such as no music and no coolers. We ask that our guests be mindful of their neighbors and respect the rules.brbrFrom the pool, there's a walking path that leads to the on-site beach. The on-site beach offers a relaxing setting, with chaise lounges and soft sand. There is no direct water access from this beach, but Smathers Beach, Key West's largest public beach, is located within walking distance right next door. There is also an oversized Jacuzzi and a picnic area with BBQs available for guest use. You'll also have access to the newly built fitness center and Key West's only clay tennis courts, both located on-site.brbrTHE ACCOMMODATIONS... brbr** Master bedroom: a King bed, a large flat screen TV, direct access to the balcony, and an en suite with an oversized shower. brbr** Second bedroom: Two Twin beds OR One King bed, a flat screen TV, direct access to the balcony, and access to the full second bathroom.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen TVs in Living Room & All Bedroomsbr** Fully Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access & full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Community Pool Accessbr** Community Jacuzzi Accessbr** Assigned off-street carport for 1 car (Parking Garage has a low clearance of 6'2)br** Key West's only clay tennis courtsbr** Handball courtsbr** Fitness Centerbr** Dry Saunasbr** Picnic areas with BBQsbr** Recreation rooms available for private partiesbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 6 adultsbr** This complex has both visitors and locals living here, we expect our guests to be mindful & respectful of the posted rulesbr** Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

**FOLLOW THE SUN @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..

Key West, Florida, United States

Bed

Bath

Sleeps

$762.97

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrThis precious 2 bedroom cottage with its coral front door will charm you from the moment you walk in the front gate. The front porch is private, for some quiet time reading a book. Inside, you'll see that PUERTA CORALINA reflects the simpler side of tropical living but with some useful updates.brbrTHE LIVING AREA...brbrThe living room of PUERTA CORALINA is furnished with old-fashioned, comfortable furniture, but also has a modern large flat screen 'Smart' TV. The sofa folds out to a queen bed for extra guests, and there is a full bathroom on the main level. The open plan and high ceilings provide a sense of airiness. The kitchen is simple, but has everything you'll need to prepare a great meal. There's a pass-through window from the kitchen to the back deck, which has its own dining set and is like a little world all its own.brbrTHE PRIVATE POOL...brbrThe back deck of PUERTA CORALINA has a plunge pool with waterfall that is the perfect destination after a long day of shopping in Old Town. It's a very private setting, so you won't be disturbed while soaking your cares away. There's even an outdoor shower for a quick rinse after the pool or beach. The outdoor dining set seats 4+ beside the grill for a poolside meal.brbrTHE ACCOMMODATIONS...brbr• First Master Suite: Located on the Second Floor with a King bed, a flat screen TV, direct access to the private sun deck, and an en suite bathroom with a walk-in shower.brbr• Second Master Suite: Located on the Second Floor with two Twin beds OR one King bed, a flat screen TV, and an en suite bathroom with a walk-in shower.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central Heat and A/Cbr• Ceiling Fansbr• Flat Screen TVs in Living Room and All Bedroomsbr• Fully Equipped Kitchenbr• Basic stock of spicesbr• Starter supply of paper productsbr• Starter set of cleaning productsbr• Linens and Towels providedbr• Wireless high-speed Internet access and full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Fully Fenced and Lushly Landscaped Private Yard br• Private Pool with available Pool Heat and Waterfallbr• Outdoor Showerbr• Electric BBQ GrillbrbrOther notes:brbr• In person welcomebr• Interim housekeeping provided upon requestbr• This property will accommodate up to 6 adultsbr• Max of 2 Pets Allowed with Additional Fee of $200 per petbr• Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

**PUERTA CORALINA @ OLD TOWN** Cottage Near Duval + LAST KEY SERVICE...

Key West, Florida, United States

Bed

Bath

Sleeps

$280.66

Reserve a stay in our waterfront home located on a deep canal with easy access to the Gulf and Atlantic. The home is located in Big Coppitt Key less then 10 miles to Key West. brbrThe home features 4 bedrooms and 3 baths. There is a private master suite on the top floor with en-suite bathroom and a large walk in closet the bedroom is set up with a King bed and twin bed. On the main level there is a 2nd Master suite with a en-suite bathroom with a King bed. There is also 2 additional bedrooms each with queen sized beds and an additional bathroom to share. brbrThe home has an updated open kitchen, living room and dining room with plenty of space to relax. There is also a large deck off the living room with water views. The home also has a large washer and dryer, grill. Plenty of parking for multiple cars and boat trailers. Most importantly 80ft of concrete seawall. brbrAll the amenities you need to have a great vacation in the Florida Keys!brbrBeach Gear, Coolers, Fishing equipment and baby gear available upon request.brbr28 Day Minimum -----

Perfect Holiday on the water

Key West, Florida, United States

Bed

Bath

Sleeps

$619.54

Passover Cottage | Private Pool & Ideal Key West LocationbrbrPassover Cottage is your ultimate retreat in the heart of Key West! This charming 2-bedroom, 2-bathroom vacation home offers the perfect combination of privacy and proximity to the best of the island. Just a short walk from iconic attractions like Ernest Hemingway Home and Museum and Southernmost Point, Passover Cottage lets you immerse yourself in Key West's vibrant culture while enjoying a peaceful escape.brbrThe Space:brPassover Cottage features a cozy, air-conditioned interior with everything you need for a comfortable stay. The fully equipped kitchen includes a dishwasher, perfect for preparing your favorite meals. The master bedroom boasts a luxurious king-sized bed, while the second bedroom is fitted with two twin beds. With two bathrooms featuring walk-in showers, you'll have all the amenities to feel at home. Relax in the spacious living room, or step outside to the private patio and enjoy dining al fresco by the pool. For added convenience, the outdoor space also includes a gas grill and an outdoor shower, perfect for rinsing off after a day at the beach.brbrGuest Perks:brEnjoy your own private pool to cool off after a day of exploring. Stay connected with free Wi-Fi throughout the home, and take advantage of the provided washer/dryer for added convenience. For those who love cycling, you're in the perfect location to rent bikes and explore the island's picturesque streets.brbrNeighborhood Highlights:brPassover Cottage offers a prime location, just steps from Key West's top attractions, including the Ernest Hemingway Home, Beaches, and Duval Street. Being centrally located, you can easily stroll to one of the many beaches or enjoy a night out at the island's lively bars and restaurants. Whether relaxing under the sun or exploring the vibrant nightlife, everything you need is right nearby.brbrTransportation Tips:brPlease note that there is one designated parking spot on-site. Additionally, street parking is available in the surrounding area. We can provide further recommendations for additional parking if needed. Explore Key West effortlessly by bicycle, scooter, golf cart, or on foot, as many attractions are easily accessible from the cottage. Feel free to ask for local recommendations!brbrOther Things to Note:br- Private Washer/Dryer: Available for guest use.br- Private Parking: Enjoy one dedicated, gated parking spot.br- Family-Friendly: Suitable for families or small groups.br- Pet-Friendly: We welcome dogs (40lbs maximum) with a $20/per pet per night fee.br- Guests must be 25 years or older to reserve the property.brbrPlease note that the property is located in a peaceful, noise-sensitive residential neighborhood. To maintain the serene environment and ensure a positive experience for everyone, we kindly ask guests and neighbors alike to respect the local quiet hours and be mindful of all who have come to enjoy this wonderful neighborhood!brbrCheck-in time is 3:00 PMbrCheck-out time is 11:00 AMbrbrAt Colocada Vacation Rentals, we're committed to making your stay in Key West unforgettable. Have any questions or need recommendations Don't hesitate to reach out— we're here to ensure your stay is as perfect as possible!

Passover Cottage | Private Pool & Ideal Key West Location

Key West, Florida, United States

Bed

Bath

Sleeps

$303.75

Summary:brbrThe Key Lime Suite is a one bedroom (king) 1 bath suite with a sleeper sofa (queen) and full kitchen complete with pots, pans, dishes, coffee, ect. Overlooking the pool in historic Old Town, Key West. Located almost in the middle of Duval Street. Duval Street Suites is close to shopping, restaurants, attractions, and still quietly secluded when you step off Duval and into the front of the building. Out the back is a private pool (heated and cooled) and grill area.brbrbrbrThe Space:brbrLocated on Duval Street the suite is individually designed and decorated with 400 square feet each to relax and enjoy. Key Lime Pie, designated as the official pie of the state of Florida, makes its home in Key West. Key Lime Pie Suite faces the shaded pool backyard. This suite offers 1 (one) King size bed and 1 (one) Queen sofa sleeper. A fully equipped kitchen with pots pans, dishes, coffee, filters etc.. Dining area and sofa sleeper are in the main room with smart TV and free Hulu Live access. The bedroom en-suite can be closed for privacy with the bi-fold louver doors. The Suite is complete with all standard hotel accommodations, including a full private bathroom, cable television, Highspeed Wi-Fi, plus access to two washers and dryers (shared in the hallway). The pool area has a BBQ grill, lounge chairs, a dining and picnic area with outdoor bar and TV. Traveling with other friends or family members, Duval Street Suites offers a truly unique layout with six individual suites. The property then can be rented as a whole Penthouse for one large group. We are a locally owned and operated vacation rental.brbrbrbrGuest Access:brbrDuval Street Suites utilizes key-less entry and self check-in. You will have access to free Wi-fi, Hulu streaming service, a private pool with gate codes and reserved only for guest staying at the property.brbrbrbrThe Neighborhood:brbrWithin walking distance to several highly rated restaurants, shops, and entertainment venues to meet the needs of all groups and ages. A short 5-10 minute walk will get you to: The Key West Butterfly and Nature Conservatory, Key West Lighthouse, The Hemingway Home and Museum, and Southernmost Point of the Continental USA. Mallory Square, is a 15 minute walk from the property. The street performers, food carts and sunset are sure to leave you with that warm and fuzzy feeling. Duval Street Suites is surrounded by several restaurants within 5-10 minutes of walking such as: Moon Dog Café, DJ's Clam Shack (featured on Food Network's, Diner's, Drive-in's and Dives), Better Than Sex- A Dessert Restaurant, Blue Heaven, Sloppy Joes, Hard Rock Café and many more hidden gems along the way. Close to everything and yet its still quiet and private at the calmer end of Duval Street, but mere minutes away from all the action. Duval Street Suites is almost perfect!brbrbrbrGetting Around:brbrKey West is a small city on a tiny Island. Streets are narrow and often congested with cars, motorcycles, people and chickens! To save money on gas, promote a low carbon-footprint, and to protect our tropical environment, several businesses are dedicated to daily or weekly rentals such as: golf carts, scooters, bicycles, and other types of unique transportation that's efficient and fun. Old Town Trolley Tours, has a hop-on hop-off Trolley that will get you around town with 13 different stops along the route. You can shop, eat, and sight see at your leisure and then board the train for the next adventure. The Conch Tour Train, established in 1958, is a 75 minute historic sightseeing tour that will give you fun facts and history while you tour Key West.brbrbrbrOther Things to Note:brbrDuval Street Suites would appreciate the opportunity to host your stay in Key West! Please feel free to send us an email with any questions or request you may have. We are happy to help! Come relax and let us be a part of your memories for a lifetime.brbrbrbrInteraction with Guests:brbrSelf Check-in, contactlessbrbrDuval Street Suites office (305)-240-2470brbrEmail: Magen@Keysvacation.com

Apartment

Duval Street Suites full kitchen Old Town with heated pool

Key West, Florida, United States

Bed

Bath

Sleeps

$158.76

A Southard Pearl is a charming condo in the Shipyard in the Truman Annex and is outfitted with washer/dryer, pots/pans, towels, linens, central air conditioning, off street parking, and heated pool access. Just inside Truman Annex's main gate on Southard Street, this is a well-appointed, one-bedroom, second floor, end unit with quiet three-side exposure to tropical views and breezes. Southard Pearl, decorated with private art and lots of mirrored walls, boasts a large rear deck with a 50% overhang to protect you from the elements while enjoying the shade of lush palm trees and other vegetation. Shipyard Condominiums are located in the prestigious gated community of the Truman Annex in Key West’s Old Town neighborhood. The condos are located 2 blocks from Duval Street and many Key West attractions. The properties are also ¼ mile walk//drive/scooter, etc. from Fort Zachary Taylor State Park and Beach. Full access to a heated community pool and assigned off street gated parking.brPlease note: This property requires a 28 night minimum stay.

A Southard Pearl at the Truman Annex in Key West

Key West, Florida, United States

Bed

Sleeps

$2137.5

Stay in an upscale place that's near everything you want to visit. Located in Key West, Oceans Edge Key West Resort, Hotel & Marina is on the boardwalk, a 2-minute drive from Key West Harbour and 7 minutes from Robbie's. This 4-star hotel is 2.1 mi (3.4 km) from Key West Golf Club and 3.5 mi (5.6 km) from Fort East Martello Museum and Gallery. Make yourself at home in one of the 175 air-conditioned rooms featuring refrigerators and minibars. Your bed comes with down comforters and Egyptian cotton sheets. Rooms have private furnished balconies. 47-inch LCD televisions with digital programming provide entertainment, while complimentary wireless Internet access keeps you connected. Private bathrooms with showers feature complimentary toiletries and hair dryers. Enjoy a meal at the restaurant or snacks in the hotel's coffee shop/cafu00e9. Unwind at the end of the day with a drink at the bar/lounge or the poolside bar. Cooked-to-order breakfasts are available daily from 7 AM to 11:30 AM for a fee. Amenities Dip into one of the 6 outdoor swimming pools or enjoy other recreational amenities, which include a 24-hour fitness center. Additional amenities at this hotel include complimentary wireless Internet access, concierge services, and a television in a common area. Getting to nearby attractions is a breeze with the complimentary area shuttle. Business Space Fitness Center Free Internet Parking Onsite Pets Allowed Pool all amenities at the resort and your room - - - Business Space Fitness Center Free Internet Parking Onsite Pets Allowed PoolbrbrPlease be advised that we cannot assume responsibility for any inconvenience, unavailability,bror interruption of services due to necessary repairs, ongoing improvements, on-sitebrconstruction, closure of amenities, or other circumstances beyond our control. Guests will bebrpromptly notified of any such issues as they come to our attention. Please note that room viewsbrand bed configurations may vary at some resorts while accommodating the same number ofbrguests. We encourage guests to seek clarification prior to booking and to inform us of anybrspecial requests, which we will endeavor to accommodate if feasible. Additionally, all resortsbrrequire a valid ID of the person on the reservation and a major credit card at check-in to coverbrpotential charges for damages, liabilities, and incidentals.brbrWhen you stay at Oceans Edge Key West Resort, Hotel & Marina in Key West, you'll be next to a golf course, a 5-minute drive from Key West Golf Club and 10 minutes from Smathers Beach. This upscale hotel is 5.7 mi (9.2 km) from Duval Street and 6.1 mi (9.8 km) from Mallory Square.brMake yourself at home in one of the 175 guestrooms featuring refrigerators and LCD televisions. Your bed comes with down comforters and Egyptian cotton sheets. Rooms have private furnished balconies. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers.brEnjoy a meal at the restaurant or snacks in the coffee shop/cafe. The hotel also offers room service (during limited hours). Unwind at the end of the day with a drink at the bar/lounge or the poolside bar. Cooked-to-order breakfasts are available daily for a fee.brAmenitiesbrDip into one of the 6 outdoor swimming pools or enjoy other recreational amenities, which include a 24-hour fitness center. Additional amenities at this hotel include complimentary wireless internet access and concierge services.br Business Space Fitness Center Free Internet Parking Onsite Pets Allowed Pool

Hotel

2/2 Oceans Edge Key West Resort, Hotel & Marina!

Key West, Florida, United States

Bed

Bath

Sleeps

$279.43

Enjoy a stylish experience at this charming 2 BR, 2 BA home with heated pool, in the heart of Old Town, Key West. You will be within a block from Duval Street, Hemingway House, Moondog, Blue Heaven and the Key West Lighthouse. Watch Key West stroll by from the private front porch or enjoy the shared pool. This 2 story house has 2 spacious bedrooms and 2 bathrooms on separate floors. The well appointed kitchen has stainless appliances. There is an outdoor grill for your use, and an outdoor dining area.brbrThis is a two story stand alone house. The first floor has a bedroom, full bathroom, living room with sofa bed, washer/dryer, and kitchen. The second floor has a bedroom and full bathroom and a nice view of the pool below.brbrYou will have sole access to the entire house, including front and back porches. The pool and yard is shared with the other five units.brbrA max of 6 people is permitted. A mid stay cleaning is required ($300 for the mid stay cleaning, $300 for the end of stay cleaning).brSo sorry, no pets. brPlease be respectful of the neighbors, they are our friends.brNo smoking is permitted inside the house or on the grounds.

2 BR Charmer w/ Pool, Old Town, Key West - A Stone's Throw

Key West, Florida, United States

Bed

Bath

Sleeps

$506.25

House Boat

The Crystalmarine Suite – Rustic Luxury on the Sea

Key West, Florida, United States

Bed

Bath

Sleeps

$516.79

***HOA requires a minimum rental period of 6 nights and a maximum of 4 guests, and no exceptions can be made. Unit is a Sunday to Sunday rental during peak seasons. Please review additional policies below.*** brbr brbrWelcome to Life Is A Breeze – Your Tropical Retreat in the Heart of Old Town Key West! brbr brbrNestled in the charming Windward Park gated community, Life Is A Breeze is a beautifully appointed 2-bedroom, 2-bath Bahamian-style townhome surrounded by lush tropical landscaping and views of the sparkling community pool. With only 13 townhomes in this quiet, private community, guests enjoy a peaceful island retreat while still being just one block from the excitement of world-famous Duval Street. brbr brbrStep outside and you're within walking distance of Key West’s best restaurants, lively bars, boutique shopping, art galleries, and historic attractions. Rent a bicycle and cruise over to Mallory Square for sunset celebrations, or explore the Historic Seaport, both just a short ride away. Even the island’s beaches are only a quick trip from your front door, making Life Is A Breeze the perfect home base for your Key West adventure. brbr brbrInside, this spacious townhome offers an open floor plan designed for relaxation and entertaining. The bright living area features comfortable seating, a flat-screen television, and soaring ceilings that open to the second floor, filling the space with natural light. Whether you're returning from a day at the beach or enjoying a quiet evening in, this inviting living space makes it easy to unwind. brbr brbrThe main level bedroom offers convenient access along with a nearby full bathroom. Upstairs, the primary suite features a plush California king bed, flat-screen television, and an en-suite bathroom, providing a comfortable and private retreat after a day of exploring. brbr brbrGuests will enjoy all the comforts of home including WiFi, flat-screen TVs, laundry, assigned parking, and access to the impressive 20 x 50 foot community pool, perfect for cooling off under the Key West sun. brbr brbrWhether you're here to relax by the pool, explore Old Town, or enjoy the vibrant island nightlife, Life Is A Breeze offers the ideal blend of comfort, location, and tropical charm. brbr brbrCome experience the laid-back lifestyle and unforgettable beauty of Key West — your island getaway awaits. brbr brbrSLEEPS MAXIMUM OF 4 GUESTS: brbr brbrBedroom 1 (2nd Floor): King Bed, En-Suite Bathroom, Smart TV brbr brbrBedroom 2 (1st Floor): King Bed, Smart TV brbr brbrLiving Room: Sofa, Chair, Smart TV brbr brbrKitchen: Nicely Equipped (everything needed to prepare and serve meals) brbr brbrAMENITIES: brbr brbr- Shared Pool brbr brbr- One Designated Parking Space brbr brbr- Multiple Porches with Outdoor Seating brbr brbr- Propane BBQ Grill brbr brbr- Drip Coffee Maker, Toaster, Blender brbr brbr- Linens and bath/pool towels provided brbr brbr- 1 block to Duval Street brbr brbr- 0.5 miles to Southernmost Point brbr brbr- 1 mile to Fort Zachary Taylor State Park Beach brbr brbr- 2.3 miles to Smathers Beach brbr brbrIMPORTANT POLICIES FOR YOUR STAY: brbr brbrAge & Occupancy: The booking tenant must be 25 years or older and must occupy the property for the entire duration of the stay. This property is exclusively available as a vacation rental and not for worker housing. brbr brbrNo Pets: Pets are strictly prohibited. To help maintain a pet-free environment for all, we require every guest to confirm they are not bringing a pet/animal. It's free, and does not require creating an account. After booking, you'll receive a link to complete the process. brbr brbrSmoking Policy: Smoking is strictly prohibited to maintain a smoke-free environment. brbr brbrMid-Stay Cleaning: For stays of 28 nights or more, we reserve the right to require a mid-stay cleaning to maintain the quality of the property. For longer stays, a mid-stay cleaning will be required every 28 nights thereafter. The cost will be collected separately, and the number of cleanings depends on the length of your stay. brbr brbrLocal Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure. brbr brbrConstruction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction. brbr brbrPhoto Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time.

Life Is A Breeze: Gated Old Town Townhome Just 1 Block from Duval Street w/ Pool & Parking

Key West, Florida, United States

Bed

Bath

Sleeps

$112.21

In the center of Key West's prestigious Millionaires Row, Conch Republic Studio is a tranquil getaway for one or a couple in the Historic District of Key West. Walk 5 blocks to world-famous Duval Street or the marina. Only 8 blocks to Ernest Hemingway's House and the Lighthouse. In the morning enjoy a famous Five Brothers Cuban coffee or sandwich while in the evening you may choose to dine at one of the South's most popular restaurants, Cafe Sole, both just 100 steps away. 1G optic internet!

Apartment

Conch Republic Studio - Key West Millionaires Row

Key West, Florida, United States

Bed

Bath

Sleeps

$739.28

All rentals will be in seven-night increments with a Friday through Sunday for check-in. brbrThank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435. brbrWith a stay at Hyatt Residence Club Key West, Sunset Harbor in Key West (Old Town), you'll be steps from Harry S. Truman Little White House and 4 minutes by foot from Duval Street. This condo is 0.2 mi (0.4 km) from Mallory Square and 0.2 mi (0.3 km) from Key West Shipwreck Museum.brbrMake yourself at home in one of the 92 air-conditioned rooms featuring refrigerators and microwaves. Satellite programming and DVD players are provided for your entertainment, while complimentary wireless Internet access keeps you connected. Private bathrooms have complimentary toiletries and hair dryers. Conveniences include safes and coffee/tea makers.brbrTake advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless Internet access and concierge services.brbrBeginning 2026, the resort will charge $75 per tidy-up service request. Towels will be changed at no cost, but you must call the front desk to request. brbrBooking through VRBO is fast and easy. Dash Realty Group/ DashWeek will email you the updated confirmation once you book through VRBO. Please note that VRBO provides an instant quote that may not be accurate and may require us to send an adjusted price quote and adjusted dates based on what is available for your requested dates.brThis is based on higher demand weeks and resorts that may be higher than the initial quote. The VRBO calendar does help provide instant availability and estimated price quotes. However, because availability and rates vary constantly, the calendar feature and instant quote feature is not always 100% accurate. brbrThe photos are a good representation of what your villa will look like. Layouts may vary. The resort updates and maintains the villas at this resort and your villa is assigned upon check-in. Views will vary, resort views are standard, ocean views are priced higher and the view will vary depending upon the location of your villa. We cannot guarantee the quality of your view.

Hotel Resort

Hyatt Sunset Harbour Resort-Prime location on Key West!!

Key West, Florida, United States

Bed

Bath

6

Sleeps

$157.69

Casa Louisa is a tropical paradise steps off the corner of Duval on Louisa Street. Walk to all of your favorite places/beaches in minutes. Relax on your private front porch with coffee/cocktail and enjoy the feel of your own home. brThis Great Location is right off Duval in what is known as the Southern Most Point district of Key West (close to the buoy). This is considered to be the best of both worlds. It is right off the famous Duval Street, but on the quiet upper end towards the beach. You can enjoy all of the nightlife that Key West has to offer and then walk right back to peace and paradise within minutes.brThis location feels like your own home with a full kitchen, living room and outdoor grill. Sit on the porch and soak in the Key West Vibe as you watch the sites go by. Enjoy your morning coffee outside on the porch and say hi to all of your new Conch Republic Neighbors. You will feel like a local in no time!

Casa Louisa - XMAS IN KW! 2 Bed in Old Town - Right off Duval/Great Front Porch

Key West, Florida, United States

Bed