Vacation Home Rentals By Owner In Key West, FL

Come on in, relax and enjoy our wonderful slice of paradise. Over 2,000 square feet of luxurious living space. Our two bedroom, three bath town home is located in a very safe gated community, Seaside Residences.brbrOur town home is beautifully and tastefully decorated with designer touches throughout. After a fun & sun filled day in Key West, travel the three floors on your own private elevator. While in the living room open the two large double doors, to a stunning view of the Atlantic, or just put your legs up and enjoy the 75 inch lcd TV with surround sound. Each queen sized bedroom is also equipped with large flat screen tv's. Enjoy our fully equipped designer kitchen with beautiful granite countertops,& stainless steel appliances, with seating for ten, a perfect area for entertaining.brbrOpen the doors to four wonderfully furnished balconies. There is also a secluded roof deck for those of you that require that full body tan.brbrThe ground floor lanai and backyard is a very special area, with beautiful Travertine stonework, comfortable furnishings for a large group, lush landscapping, stainless steel gas barbeque, a beautiful outdoor stone firepit for those chilly Key West winter nights, a stunning stone Lion Head water fountain, and a quiet hammock area to read your favorite Hemmingway novel., and of course another flat screen TV. All beautifully accented with soft landscape lighting for your night time entertaining. brbrFor your morning exercise, we are located steps away from the pool, hot tub, and exercise facility. For your convenience we have included two new touring bikes. Start your day with a ride along the beach and view a spectacular quiet Key West sunrise, there is nothing like it. Also in the two car garage are four beach chairs, snorkel equipment, and coolers, for your day at the beach, and for you to use, to see & experience this very special, unique place called Key West.. Do enjoy!!!brbrPlease keep in mind, this is for a 28 night min. rental...brbrKeywords: Townhome

Beautiful Key West Townhome

Key West, Florida, United States

Bed

Bath

Sleeps

$1898.57

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!brbrClassic 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!brbrSeaside Place Interior:brbrYour 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. brbrThe 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.brbrThe 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.brbrMove 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.brbrThe 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.brbrInterior 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.brbrSeaside Place Exterior:brbrSeaside 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.brbrThe 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.brbrStaying 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. brbrSeaside Place Bedrooms:brbr• Front downstairs bedroom - queen sized bed, en suite full bathroombr• Rear downstairs bedroom - king sized bed, en suite full bathbr• Front upstairs bedroom - queen sized bed, en suite full bathbr• Front master suite - king sized bed, futon, en suite full bath br• Rear upstairs bedroom - queen sized bed with twin daybed, hallway bathroombrbrAmenities: 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.brbrRestrictions: 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.

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

Key West, Florida, United States

Bed

Bath

Sleeps

$330.83

Summary:brbrPeak of Duval- Sophisticated Bright & Breezy Duval Street ApartmentbrbrbrbrThe Space:brbrThis Elegant & Spacious Apartment is located directly in the center of the Famous Duval Street. Enjoy Dining, Shopping, and Entertainment in the heart of Key West. Ones you enter the property through your private entrance, you would be captivated by its expansive space. The oversized living room has an abundance of natural light coming from the Cathedral Ceiling Skylights. Comfortable couches and flat-screen TV will help relax after all the fun playing. Tastefully decorated two bedrooms have a Queen and Full-size bed. Double sink vanity and a shower tub are in Master Bathroom. Plush towels and high -end linens are provided for our most discerning guests.brbrbrbrFor those who love to entertain and cook, we offer fully equipped Chefs kitchen with new stainless steel appliances, granite countertop, and high top dining table. Kitchen opens to a second wing of the apartment where the casual entertaining area is located with a breakfast table, comfortable sofa, flat-screen Tv, and a Glass Wall with two sets of French doors that open directly to the Duval Promenade view. The second full bathroom with Shower is in the latter wing as well.brbrbrbrEnjoy people watching while sipping tropical cocktails in the privacy of your balcony.brbrbrbrThe great news is that your furry friends are all welcome to enjoy Key West with you. A newly constructed dog-friendly park, Truman Waterfront, is just 10 min walk away. On the weekend, Duval Street becomes a car-free promenade, and you have the front row seat.brbrbrbrGuest Access:brbrGuests will have access to the entire homebrbrbrbrThe Neighborhood:brbrThe famous Duval Street is the main street in downtown Key West, Florida, running north and south from the Gulf of Mexico to the Atlantic Ocean, just over 1.25 miles in length. It is named after William Pope Duval, the first territorial governor of Florida. It is a center of nightlife, restaurants, and shops. The closest beach is just 5 minutes away.brbrbrbrGetting Around:brbrA rental car is recommended.brbrbrbrInteraction with Guests:brbrWe value our guests’ privacy but are available if needed.

Peak Of Duval

Key West, Florida, United States

Bed

Bath

6

Sleeps

$325.92

SPECTACULAR POOL HOME IN PEACEFUL SANCTUARY...brSpace, style and sunshine abound in this stunning 1926 single-story refuge, tucked in the tranquil neighborhood of Midtown Key West. This location offers the ideal balance between quiet residential charm and easy access to the island's most exciting attractions. You are minutes from all the adventures in paradise yet sequestered from the crowds as serenity and soothing escape lure you inside this perfect retreat.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES...brThis tropical abode blends historic architecture with modern creature comforts, ensconced in a sheltering landscape of dense vegetation and sultry palms. As you step inside, your spirit is soothed and serenaded by the charming architectural details throughout the interior, boasting a bright and airy open concept living and dining area for relaxing and unwinding after a day of outdoor diversions. The ample kitchen is appointed with all the tools and devices you'll need to craft your most ambitious cuisine. A full size washer and dryer reside inside the home for your convenience. Enjoy YouTube TV live streaming for binge-watching your favorite shows. There are outdoor cameras on the exterior of the home for security purposes.brbrSLEEPING ARRANGEMENTS...brWhen it's time to wash the day off and sink into bedded bliss, choose from one of the 3 plush bedrooms, outfitted with closet space and TVs for your comfort and pleasure. The primary bedroom features a king bed with a spacious en suite shower bathroom. One guest room offers a queen bed and the second guest room offers two double beds. There is a second full bathroom with a shower/tub combination for the guest rooms to share. All TVs are equipped with YouTube TV. brbrOUTDOOR LIVING...brYour backyard oasis is the hallmark of this home away from home, resplendent with a glorious heated pool, outdoor shower and a wide porch that's ideal for morning coffee and evening cocktails. Toss dinner on the grill and dine under the stars at your outdoor dining table. Let the southernmost breezes lull you into the ultimate state of relaxation in your tropical slice of heaven. 4 bikes are available for your evening island stroll and there is an additional cooler located on the back porch.brbrPARKING...brThere is off street parking for multiple vehicles at this home. brbrPETS...brThis is not a pet friendly home.brbrBOOKING DATES...brThis home is offered only as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.brbrCANCELLATION...brBookings canceled at least 90 days before the start of stay will receive a 100% refund. brbrCancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrUNWIND AND UNPLUG…

POOLSIDE PARADISE ~ Charming 3 BR/2Ba Home w/ Pool!

Key West, Florida, United States

3

Bed

Bath

8

Sleeps

$176.04

Cut and paste this video link https://www.youtube.com/watch v=9mv1bfrtnjI Just steps to the pool and close to Truman Waterfront sunsets, Fort Zachary Taylor State Park and Beach, Coffee Butler Amphitheater, and Duval Street. Walk to restaurants, bars, galleries, shops, live music, and waterfront events, return to a comfortable space designed for extended stays, seasonal escapes, and relaxed island living. Enjoy your mornings and afternoons on the Private treetop deck. brbrRoyal Palms Realty is available to assist before and during your stay. Guests will receive check-in details before arrival, and our team can help with questions about the home, the neighborhood, local recommendations, and anything needed to make your monthly stay comfortable.brbrThis property places you close to some of the best of Key West. Enjoy sunset walks at Truman Waterfront, beach days at Fort Zachary Taylor State Park and Beach, and concerts or events at Coffee Butler Amphitheater. Duval Street is also within walking distance, offering restaurants, bars, galleries, boutiques, live music, and the classic Old Town Key West experience.brbrGuests will have access to the rental, the pool area, and approved community amenities available to residents and guests. Any restricted owner areas, locked closets, or HOA-controlled spaces are not included. Parking and community access instructions will be provided before arrival.brbrThis monthly rental is set up as a comfortable Key West home base for extended stays. The location is the highlight: steps to the pool and close to the waterfront, beach, amphitheater, and Duval Street. It is ideal for seasonal guests, remote workers, couples, and anyone who wants to enjoy Key West with less need for a car.brbrKey West is easy to enjoy by walking, biking, scooter, rideshare, taxi, or local shuttle. From this location, guests can walk to Duval Street, Truman Waterfront, Fort Zachary Taylor, restaurants, bars, galleries, and events. A car is helpful for larger grocery trips or exploring the Lower Keysbrbr This is a monthly rental designed for extended stays. Please review the listing details, house rules, parking information, and community guidelines before booking. The location is ideal for guests who want walkable access to Old Town, waterfront sunsets, beach days, restaurants, galleries, and local entertainment. No pets, no smoking, this is a second story unit

Enjoy the best of Key West from this ideally located monthly rental just steps from the pool and close to Truman Waterfront, Fort Zachary Taylor State Park and Beach, Coffee Butler Amphitheater, and Duval Street. Private treetop deck.

Key West, Florida, United States

Bed

Bath

Sleeps

$689.99

NEW LISTING!brbrDISTINGUISHED LANDMARK GEM…brDiscover the irresistible appeal of Key West in this beautifully preserved Conch-style home, a true legacy of historic treasure. Originally built in the late 19th century, the property has been meticulously restored to give a respectful nod to its past, yet punctuated with state-of-the-art modern conveniences. Its exceptional renovation earned the prestigious Historic Florida Keys Preservation Award, highlighting the skillful craftsmanship and custom woodwork that showcase the beauty of Dade County Pine throughout the home. You are nestled in a private and quiet lane, yet a brief stroll from the vibrant local scene.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brInside, the home exudes refined comfort, with soaring ceilings and sleek stainless-steel appliances, complementing its elegant design. The kitchen serves as a central gathering space, thoughtfully designed to balance practicality and style—ideal for everything from casual meals to inspired cooking. Flowing seamlessly from the kitchen, the generous living areas create a welcoming environment for both relaxation and entertaining (with Youtube TV live streaming), merging indoor and outdoor living in classic Key West style.brbrSLEEPING ARRANGEMENTS:brEach bedroom offers a peaceful retreat, filled with character and a touch of island charm. Enjoy two bedrooms in the main house - the primary king suite and a queen guest room - both with ensuite shower bathrooms. Enhancing the property even further is a delightful poolside guest cottage with king bed and full shower bath, providing a private haven for visitors or family members. A versatile upstairs bonus room adds flexibility, perfect for use as a home office, sleeping area on the pullout, or cozy reading area.brbrOUTDOOR LIVING…brOutdoors, a lush tropical garden with an inviting pool (comes heated in the cooler months) and outdoor shower creates a tranquil setting, ideal for gatherings or simply unwinding in the sunshine. The vibrant landscaping captures the quintessential essence of Key West. brbrPARKING...brThis home offers 1 off street parking space in a moderately sized (no oversized SUVs) driveway off the narrow private lane. There is street parking on a nearby street, if needed.brbrPETS...brPets are considered and approved on a case by case basis with the required pet fee. Please include the size, breed and age when inquiring/booking.brbrCANCELLATION...brBookings canceled at least 90 days before the start of stay will receive a 100% refund. brbrCancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCIRCA TIMELESS...

POPEYE'S COTTAGE ~ NEW! Historic 3 BR/3Ba w/ Pool in Perfect Location!

Key West, Florida, United States

Bed

Bath

Sleeps

$308.39

This quintessential Key West eyebrow home is located in Old Town's prime Historic District, sitting just blocks away from Duval Street, the Historic Seaport, the Art District, and all of the amazing things Key West has to offer.brbrSituated on the upper part of Southard Street in Old Town Key West, A Bit of Heaven offers an inviting space for up to 6 guests. The welcoming covered front porch offers a great place to drink your morning coffee or your afternoon libations and watch the world go by. brbrThe first floor has a large living room with an abundance of comfortable seating, an open dining area, and an all new kitchen with stainless steel appliances, Corian countertops, and a large bar-top seating area.brbrDown the hall you will find the primary bedroom with a king bed, a desk area, spacious closet, and a completely remodeled bathroom, along with French doors opening to a deck. Upstairs is another master suite with a king bed for even more privacy. It features an ensuite bathroom, desk area, plenty of closet space, and a deck overlooking the beautiful back yard. The third bedroom containing a sleeper sofa is out back by the pool: a renovated pool house/cottage with all the essentials and a private entry separate from the main house.brbrThe rear yard outdoor living area is set up for outdoor entertaining. It features all new Trex decking in the rear, a bamboo privacy fence, and a huge 15x30 heated and chilled pool. You will find a new fully outdoor kitchen, a covered seating area, and plenty of space to lounge and/or entertain. brbrThis is a monthly rental and only rents from the first of the month to the end of the month. We cannot split months.

A Bit of Heaven is the perfect monthly rental in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$354.61

MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local!brbrTHE PROPERTY: This 2-bedroom, 3 full bathroom townhome with boat docking on the water is a rare find in Key West. Enjoy indoor-outdoor living as you saunter out the oversized French doors onto your lanai. From there you can entertain friends, take a dip in the pool, or walk out to the water and launch your kayak. The outdoor space is fenced and adorned with palm trees and lush landscaping. A composite deck and loungers surround the seasonally-heated pool. The outdoor shower is perfect for rinsing off after a day on the water. Enjoy cocktails on the furnished lanai then dine under the stars. Moving back inside, you will find an open concept family room, dining area and kitchen. Here you will find stainless steel appliances, counter seating, and all the conveniences of home. The family room has a TV, ample seating for everyone in your party as well as a twin pull-out sleeper chair. A convenient full bath with shower is in the hall. Also located on the first floor is the bonus room, currently designed as an office with French doors. brbrTwo ensuite bedrooms with closets and comfortable furnishings are located on the second floor. The primary king bedroom has a vaulted ceiling, which adds an airy ambiance to the room. Its full bath includes double sinks and a walk-in shower. Enjoy morning coffee on your bedroom’s balcony while taking in views of the dip pool. The queen guest bedroom also has a vaulted ceiling, and its full bath includes a sink and tub/shower combination. Enjoy the cool outdoor breezes from its balcony. A stackable washer/dryer is located on the second floor for your month-long visit. For a relaxed Key West vacation in a waterfront home, we invite you to experience island life at Sunset Cove!br brBED CONFIGURATION: The primary bedroom has a king bed. The guest bedroom has a queen bed. The living room has a twin pull-out sleeper chair for an occasional guest.brbrOUTDOOR AMENITIES: A pier leads out to the water, from which you can dock your 25-foot boat or view stunning Key West sunsets. The pool is heated seasonally (November-April) for an additional fee, which will be assessed at the time of booking. There is outdoor dining furniture and loungers, as well as an outdoor shower. brbrPARKING: This unit comes with one designated parking space. brbrLOCATION: Secluded location in the gated community of Gulfview Pointe on the Gulf. This home is just a short drive to bars, restaurants, and all the attractions on Duval Street. In the opposite direction, enjoy Key West pink shrimp with the locals at one of the many restaurants on Stock Island. brbrPETS: One (1) dog allowed, up to 25 lbs, for an additional fee and completion of Pet Information addendum. Must be 1 year of age or older. Must be spayed/neutered. All vaccinations must be up to date. Please be advised some breeds are not permitted. Sorry, cats are not allowed.brbrSMOKING: This is a non-smoking home and property.brbr***Guests must be 25 years of age or older unless accompanied by an adult.brbr***Please note that the cleaning fee includes a full mid-stay clean***brbr***Outdoor only security camera(s) are in use at this property, and may be used to verify guest occupancy and guest safety. Security camera(s) are not active inside the property nor at the pool area.***brbr***Managed by Historic Key West Vacation Rentals***

~SUNSET COVE~ Kayak or paddleboard right from your backyard!

Key West, Florida, United States

Bed

Bath

Sleeps

$723.97

The Breezy Retreat is situated in the Windward Park gated community, offering a convenient location within walking distance to the Historic Southernmost Point and one block away from the famous Duval Street, known for its vibrant atmosphere and attractions.brbrAs you enter the gated community, you'll be greeted by a large community pool surrounded by lush tropical plants. It provides a refreshing spot for swimming and relaxation.brbrThe living room space inside the home is cozy and open, seamlessly connecting to the kitchen and dining area. The kitchen is well stocked and equipped with everything you need to prepare meals, including the fresh catch of the day or your favorite dishes. The dining table comfortably seats four, and there are two additional seats at the countertop, offering plenty of space for entertaining.brbrThrough the French doors, you have access to a side porch, providing a pleasant place to spend time during the day or night. It's a great spot to enjoy the tropical surroundings and relax.brbrThe first floor features a guest room with two twin beds that can be converted into a king-size bed upon request. The room is perfect for accommodating guests and visitors. There is also a full shower bathroom on this floor, ensuring convenience and comfort for guests.brbrThe master bedroom, located on the second floor, features a king-size bed and an ensuite bathroom with a full bath/shower combination. It offers a private and comfortable space for relaxation. brStep onto the second floor balcony to enjoy the pleasant evening breezes. This balcony provides a peaceful setting to unwind and savor the end of the day.brbrWith its convenient location, cozy living space, well-stocked kitchen, and relaxing outdoor areas, the Breezy Retreat offers a delightful vacation rental option for guests looking to enjoy the attractions and ambiance of Key West.brbrImportant Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. brbrGuests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check. brbr7 night minimum stay, maximum stay is 14 days. brThis unit does have it's own washer and dryer which are located outsidebrNo pets allowedbrPool is heated during the Winter monthsbrBoth Bedrooms have TV'sbrOne assigned Parking SpotbrPool is Heated Seasonally

Breezy Retreat - 2BD/2Bath - Windward Park - Pool - 5min walk to Duval!

Key West, Florida, United States

Bed

Bath

4

Sleeps

$389.87

Escape to the enchanting Casa Escondida, a historic Conch Style home with a modern twist, nestled on a tranquil, secluded lane in Key West. This charming retreat boasts authentic Dade County Pine walls, exuding old-world charm with contemporary comforts. Step into the serene fenced yard, where a spacious outdoor oasis awaits, complete with a heated pool featuring a unique water feature, an invigorating outdoor shower, and a convenient gas grill for al fresco dining. Lounge by the poolside or unwind in the covered sitting area, enveloped in the warm glow of outdoor lighting.brbrInside, discover two tastefully appointed bedrooms, each boasting its own en suite bath and TV for added convenience and privacy. The high-end kitchen with modern appliances is perfect for culinary adventures, while the indoor dining area and open-concept layout provide ample space for gatherings. Slide open the glass doors from the living area to seamlessly blend indoor and outdoor living, embracing the tropical ambiance of Key West.brbrRelish in the meticulous care and attention to detail evident throughout Casa Escondida. Guests will appreciate the provided parking spot and the proximity to Duval Street's vibrant shops, restaurants, and entertainment, just four blocks away. For beach lovers, the shores are just a short bike ride away, promising endless days of sun, sand, and sea. Experience the essence of Key West living at Casa Escondida – your hidden gem in paradise.

Escape to Casa Escondida

Key West, Florida, United States

Bed

Bath

Sleeps

$579.0

Welcome to Coral Oasis, a charming 3-bedroom townhouse nestled in a gated community just over Cow Key Bridge from Key West! brbr brbrEnjoy the best of both worlds—a peaceful retreat with easy access to the excitement of Duval Street, pristine beaches, and world-famous attractions just minutes away! Step inside to find a spacious, well-appointed home designed for comfort and relaxation. The open living area is perfect for unwinding after a day of island adventures, while the fully equipped kitchen makes dining in a breeze. Each bedroom offers a cozy retreat, ensuring a restful night's sleep. Outside, soak up the Florida sun at the shared heated pool, or take a short drive to nearby beaches, marinas, and waterfront dining. With off-street parking for up to two vehicles and pet-friendly accommodations, Coral Oasis is ideal for families, couples, or friends looking to experience the Keys in style. Book your stay today and enjoy the perfect blend of convenience, comfort, and island charm at Coral Oasis! brbr brbrSLEEPS MAXIMUM OF 6 GUESTS: brbr brbrBedroom 1 (Upstairs): King Bed, En-Suite Bathroom, Smart TV brbr brbrBedroom 2 (Upstairs): King Bed, En-Suite Bathroom, Smart TV brbr brbrBedroom 3 (Downstairs): Queen Bed, Smart TV brbr brbrLiving Room: Sectional Sofa, Smart TV brbr brbrKitchen: Nicely Equipped (everything needed to prepare and serve meals) brbr brbrAMENITIES: brbr brbr- Shared Heated Pool brbr brbr- Two Parking Spaces brbr brbr- Keurig, Drip Coffee Maker, Toaster brbr brbr- Linens and towels (bath and pool) provided brbr brbr- 3 miles to Smathers Beach brbr brbr- 4 miles to Duval Street brbr brbr- 4.5 miles to Southernmost Point brbr brbr- 4.5 miles to Key West Historic Seaport brbr brbr- 5.1 miles to Mallory Square Sunset Pier brbr brbr- 5.2 miles to Fort Zachary Taylor State Park 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 brbrPet Policy: Up to two friendly and well-behaved dogs 25 LBS or less will be considered with a $30/night pet fee and pet registration with the HOA. To help maintain a safe and welcoming environment for all, we require every guest to submit pet or assistance animal information through BetterPet Passport. Guests will simply submit household pet information, request an accommodation for an assistance animal, or confirm they are not bringing a pet/animal. It's free, and only requires creating an account if you're bringing a pet or animal. 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. brbr brbrSecurity Cameras: For the safety and security of our guests and property, two exterior security cameras monitor the front porch and back porch. These cameras are for security purposes only and do not monitor any private interior or outdoor living spaces.

Coral Oasis – Spacious 3BR Retreat, Shared Pool, Dog Friendly, Parking, Minutes to Downtown Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$451.6

Tropical Hideaway comprises the ground level of a quintessential conch home, set back from the street and shaded by gardens and mature trees in a quiet, gated complex of six historic vacation rentals. The sunlight-yellow exterior blends Caribbean and Victorian influences: crisp white trim, decorative railings, restored original woodwork, and Bahamian shutters. brbrPrepare a home-cooked meal in the modern kitchen. Dine alfresco on the screened-in back porch. brbrThe shared central common area has a pool, picnic tables, gas grill and laundry area.brbrStroll to fine dining, beaches, and iconic attractions like the KW Butterfly and Nature Museum, Southernmost Point, Higgs Beach, and West Martello Tower. Street parking is available nearby. Tropical Hideaway is ideal for families, couples, and snowbirds. brbrLiving:brThe bright living space has original heart pine wood paneling. Relax, socialize, read, or stream your favorite shows on the wall-mounted SmartTV with Roku. The living space has French doors that open to a garden courtyard with easy access to the pool area.brbrKitchen/Dining:brJust off the living room is a galley kitchen with sleek black granite counters, tile floors, glass-top stove, oven, microwave, dishwasher, full-size fridge, and farmhouse sink. brbrThe kitchen’s back door opens to a screened-in porch with an original brick floor. Two dining tables seat six or more. This covered porch with a ceiling fan is a sublime spot to sip morning cappuccino or fresh-squeezed citrus juice. brbrBedrooms/Baths:brTropical Hideaway has two queen bedrooms and one bathroom. Both bedrooms have nightstands, ceiling fans, air conditioners, and Smart TVs. The front bedroom has a bureau and closet with a safe. The back bedroom has a door that opens out to the screened-in porch. The bedrooms share a jack-and-jill bathroom with a glass door, walk-in shower, and single-sink white granite vanity. The bathroom has a rain shower head, towels, toiletries, and hair dryers. brbrOutdoor Amenities:brA tall exterior fence, lush gardens, and mature trees provide privacy, and a peaceful, tropical ambiance. Enjoy a private dining space on your screened-in back porch.brbrThe front garden of Tropical Hideaway features a vibrant, original metal sculpture by John Martini, an internationally renowned artist who resides in Key West. Martini’s sculptures are shown in galleries and museums in New Mexico, Paris, and Italy, as well as in Lucky Street Gallery in Key West. Bold, electric colors characterize Martini’s work, which he creates by cutting metal with torches. These torches leave burn marks that are a hallmark of his sculptures.brbrA garden courtyard and whitewashed fence buffer your private hideaway from a central common area. Cool off in the sparkling blue swimming pool, or doze poolside on a cushioned lounge chair. The poolside deck features a gas grill and two wrought-iron picnic tables with seating for eight or more. Gather for an afternoon cookout in paradise! Mature palms, mango trees, and vibrant bougainvillea shade the pool deck.brbrThe Neighborhood:brTropical Hideaway’s proximity to the Casa Marina Hotel and the beautiful beaches adds to the appeal, making it a perfect blend of history, culture, and coastal living. Picturesque south island streets are lined with beautifully preserved Conch-style homes, each exuding character and charm. Lush, tropical landscaping adds to the serene atmosphere, making every walk or bike ride a delightful experience. brbrA car is not necessary on the island. Make the green choice. Explore the island on foot, by bicycle, scooter, trolley, or bus. The island trolley stop is one block away. The Duval Loop City bus stop is four blocks away. brbrStroll .07 miles to The Ernest Hemingway Home and Museum, which offers a fascinating glimpse into the life of one of America's greatest writers. Enjoy the diverse culinary scene with various restaurants, cafes, and bars offering everything from fresh seafood to classic Cuban cuisine. brbrHiggs Beach is the closest beach to Tropical Hideaway. Enjoy crystal-clear waters, perfect for swimming or snorkeling. The nearby White Street Pier offers panoramic sea views and excellent fishing opportunities. Fort Zachary Taylor Historic State Park Beach, approximately 2 miles away, offers natural beauty and historical intrigue. Visitors and locals gather here and at Mallory Square to celebrate each and every exquisite island sunset. brSeeking family-friendly activities or rainy-day excursions Check out the Key West Aquarium, the Butterfly and Nature Conservatory, The Shipwreck Treasure Museum, and the Lighthouse and Keepers Quarters Museum. Nightlife and live music abound in Key West! Take in a show at the Tropic Cinema. Catch a live band at the Green Parrot.

Tropical Village: Tropical Hideaway - Quiet & gated. Pool/Patio

Key West, Florida, United States

Bed

Bath

Sleeps

$713.28

Toon Hall is a quintessential 1930s-era Conch home, lovingly renovated with contemporary island sophistication. A parquet brick walkway leads from the garden gate to the columned front entry of this iconic tropical retreat. The sage-green exterior blends Caribbean, Victorian, and contemporary influences: crisp white trim, detailed woodworking, and abundant windows. brThis charming cottage is set back from the street and shaded by gardens, mature palms, and gumbo limbo trees in a quiet, upscale, gated complex of five historic Old Key West vacation rentals. The spacious pea-gravel courtyard boasts tropical landscaping, coral and rock hardscaping, and stone walkways leading to the shared pool area. The central common area, with a pool, picnic tables, and gas grill, is shared by guests of this upscale 5-plex. There’s also a shared laundry area with commercial washers & dryers.brToon Hall was aptly named by owner Jeff MacNelly (1947-2000), lauded as one of the most brilliant political cartoonists. In 1977, MacNelly launched his comic strip Shoe, characterized by wit, wry humor, and cynicism. He became The Chicago Tribune’s syndicated editorial cartoonist. Newsweek Magazine described MacNelly’s style as “goofy gracefulness.” In his lifetime, MacNelly received three Pulitzers and two Reuben Awards, the highest honor of the National Cartoonists Society. Since Jeff MacNelly’s death in 2000, the Shoe comic strip has been kept alive by Chris Cassatt, Gary Brookins, and Susie MacNelly. brJeff MacNelly and his wife Susie cherished the vibrant Key West arts scene as a wintertime retreat. Today, Toon Hall offers a laid-back retreat where guests can embrace their goofy side, laugh amidst the company of friends and loved ones, and remember not to take life too seriously.brSip Cafe Cubano on the private back deck as Caribbean breezes rustle the palm fronds, or relax poolside with a Margarita. Prepare a home-cooked meal in the modern kitchen. Dine alfresco when nights are fragrant with jasmine and frangipani. Stroll to great seafood, fine dining, beaches, and iconic attractions like the KW Butterfly & Nature Museum, Southernmost Point, Higgs Beach, and West Martello Tower. brAfter a day at the beach, shower off in the private, hot-water outdoor shower. Street parking is available out front. Toon Hall is ideal for families, groups of friends, couples, and snowbirds. The home has an all-new water filtration system. brInterested to learn more about the life and work of Jeff MacNelly Pop into The Gallery on the Greene, the exclusive KW gallery representing MacNelly. Cartoons, pen and ink drawings, and original canvases are on display. brbrLiving:brBright, airy living spaces have tile floors, large windows, ceiling fans, and an interior color palette of earthy, neutral, and crisp white. Plush suede sofas, nicely arranged around distressed coffee tables, provide a relaxing space for conversation, socializing, or family gatherings. A built-in bookshelf boasts a Smart TV with Roku. Stream your favorite shows or movies. French doors open to a front deck with built-in benches. Enjoy easy-breezy indoor/outdoor living space. brA den offers a rattan-style computer desk and vintage rolling desk chair.brKitchen/Dining:brThe sunny kitchen has tile floors, large windows, hardwood cabinets, and granite countertops. Appliances include a glass-top electric stove, oven, microwave, dishwasher, full-size fridge, and farmhouse-style sink. Prepare a tropical feast after a day at the beach! A door from the kitchen leads directly to a side deck with alfresco dining, making for seamless indoor/outdoor entertaining.brThe indoor dining room has tile floors, a ceiling fan, grand windows, and a solid yet rustic farmhouse-style dining table with seating for eight. brbrBedrooms/Baths:brToon Hall has three bedrooms and two bathrooms. There are two King beds, one Queen bed, and two double sofa beds. All three air-conditioned bedrooms have Smart TVs, tile floors, ceiling fans, closets, and rattan-style furniture (headboards, nightstands, bureaus & TV stands). brBoth sparkling-clean, remodeled bathrooms have granite vanities, water-saving toilets, toiletries, and hair dryers. An outdoor shower offers rustic, tropical serenity, perfect for rinsing sand or chlorine after a day of island fun. brBedroom Overview:brPrimary: King Bed, Ensuite bath w/ walk-in shower brBedroom #2: King Bed, access to hallway bath w/ tub/shower combobrBedroom #3: Queen bed, access to hallway bath w/ tub/shower combobrLiving Room: Two Twin Sofa Beds, access to private outdoor showerbrbrOutdoor Amenities:brA tall exterior fence, lush gardens, and mature trees provide privacy, security, shade, and a peaceful, tropical ambiance. Enjoy a private dining space on your fenced side deck. This dining space seats six. The front deck, with built-in benches, is an idyllic spot for entertaining and socializing. A garden courtyard and whitewashed fencing buffer your private space from the central common area. brCool off in the sparkling blue swimming pool, or doze poolside on a cushioned lounge chair. This swimming pool will delight families, children, the very young, and the young at heart. (The common pool area is shared by guests of this upscale 5-plex.) The poolside deck features a gas grill and two wrought-iron picnic tables with seating for eight or more. Gather for an afternoon cookout in paradise! Mature palms, mango trees, and vibrant bougainvillea shade the pool deck.brSince laundry never sleeps (even when you're on vacation), the common area offers a laundry shed with two commercial washers and two commercial dryers. brDiscover the ultimate amenity: stroll just two blocks to Higgs Beach. Dip your toes in the emerald ocean. Collect seashells and savor serene Caribbean sunsets in pink, violet, and gold hues. Park your car in shaded street parking spots out front. Stroll or bike to attractions.brbrbrThe Neighborhood:brbrThe proximity of Toon Hall to the Casa Marina Hotel and the beautiful beaches adds to the appeal, making it a perfect blend of history, culture, and coastal living. Picturesque south island streets are lined with beautifully preserved Conch-style homes, each exuding character and charm. Lush, tropical landscaping adds to the serene atmosphere, making every walk or bike ride a delightful experience. brbrA car is not necessary on the island. Make the green choice. Park out front or along shaded side streets and enjoy the island on foot, by bicycle, scooter, trolley, or bus. The island trolley stop is one block away. The Duval Loop City bus stop is four blocks away. brStroll .07 miles to The Ernest Hemingway Home and Museum, which offers a fascinating glimpse into the life of one of America's greatest writers. Enjoy the diverse culinary scene with various restaurants, cafes, and bars offering everything from fresh seafood to classic Cuban cuisine. Local favorites such as Blue Heaven, Louie’s Backyard, and Sloppy Joe’s are within easy reach, providing unforgettable dining experiences. brDon't miss the chance to explore West Martello Tower during your stay! Just a 10-minute walk or a quick 3-minute bike ride from Toon Hall, this hidden gem is a tropical garden paradise on the site of a historic Civil War fort. The gardens, maintained by the Key West Garden Club, are open to the public. brHiggs Beach, approximately 0.5 miles (a 10-minute walk or a 3-minute bike ride), is the closest beach to Southern Cross. Enjoy crystal-clear waters, perfect for swimming or snorkeling. The nearby White Street Pier offers panoramic sea views and excellent fishing opportunities. brApproximately 1.5 miles away, Smathers Beach is Key West’s largest public beach. This two-mile stretch of sugary sand is ideal for sunbathing, beach volleyball, and water sports such as kayaking, paddleboarding, and windsurfing. brFort Zachary Taylor Historic State Park Beach, approximately 2 miles away, offers natural beauty and historical intrigue. Visitors and locals gather here and at Mallory Square to celebrate each and every exquisite island sunset. brSeeking family-friendly activities or rainy-day excursions Check out the Key West Aquarium, the Butterfly and Nature Conservatory, The Shipwreck Treasure Museum, and the Lighthouse and Keepers Quarters Museum. Nightlife and live music abound in Key West! Take in a show at the Tropic Cinema. Catch a live band at the Green Parrot.

Tropical Village: Toon Hall - Quiet & gated. Spacious! Pool/Decks/Pet friendly

Key West, Florida, United States

Bed

Bath

Sleeps

$352.98

Treat yourself, your family and friends to a grand Key West home ideal for an extended stay on the island. This wonderful home, which has recently been completely renovated, boasts 4 bedrooms, 3-1/2 bathrooms, a new modern kitchen, a living room, a dining room, an office nook, a 270 degree wrap around porch, a pool deck and a heated dipping pool/large hot tub. The house and yard are quite spacious by Key West standards. The decor, while maintaining the character of a grand old Florida Keys home, features first rate appointments such as: quartz counter tops, new plumbing fixtures, modern kitchen appliances, flat screen TVs in the living room and in all 4 bedrooms, wireless Internet, air conditioning, heat, washer, dryer, comfortable furniture and lush landscaping.The location is ideal. Situated in the peaceful Meadows neighborhood on the edge of Old Town, the house is close enough to Duval Street to access the party, but far enough to ensure quiet rest.brbrbrPicture yourself sipping a drink with your friends in the shade or sunshine on the spacious porch and pool deck, enjoying the heated dipping pool/hot tub or relaxing on the porch swing all evening after dinner. And outdoor entertaining is made easier with a half bath that opens directly onto the deck!brbrThe house has the rare ability to sleep quite a few people. Perfect for a family or a group of couples, the house has four (4) bedrooms, one on the first floor and three on the second floor. And special considerations have been taken to help assure you can get the recuperating rest you'll need, such as new windows, solid core doors and full insulation.brbrThe First Floor Master Suite features a king sized bed, two spacious closets, a flat screen TV, a private restroom with a shower. This suite also has a door leading directly to the pool deck.brbrThe Second Floor Master Suite features a king sized bed, two closets, a flat screen TV and private restroom with a shower.brbrBedroom 3 features a king sized bed, two closets, a small desk nook, a flat screen TV and shares a restroom with a shower/bath with Bedroom 4.brbrBedroom 4, the smallest bedroom, features a full sized bed, a closet, a flat screen TV and shares a restroom with a shower/bath with Bedroom 3.brbrAll linens and towels are provided for the bedrooms and restrooms.brbrOlivia Place is available to rent on a monthly basis only. Availability is very limited, so we suggest you inquire about your dates and book well in advance of your stay.br brbrbrKeywords: house

Historic House, Gorgeous Porch, Great Location, See 5 Star Reviews

Key West, Florida, United States

4

Bed

3

Bath

8

Sleeps

$316.61

Waterfront Comfort Minutes from Key WestbrbrWelcome to Seaside Cottage, a beautifully maintained 2-bedroom, 2-bath canal-front retreat offering the perfect blend of comfort, space, and classic Florida Keys living. Set along a crystal-clear boating canal with fast access to open water, this property is ideal for guests seeking relaxation, convenience, and plenty of room to spread out.brbrStep inside to an inviting open layout featuring a spacious, updated kitchen with wood cabinetry, ...stainless steel appliances, granite countertops, and a generous island designed for effortless entertaining. The sunlit living area flows onto a private porch overlooking the wateran ideal spot for morning coffee, evening cocktails, or simply watching the boats go by.brbrBoaters will appreciate the 80' concrete seawall, providing excellent docking space and easy navigation. A fully furnished, this home offers peace of mind and modern comfort.brbrThe home provides ample parking for your boat trailer, kayaks, and other toys, Three vehicles/trailer parking on site. brbrThis home has lush landscaping adds to the home's tropical appeal with a grassy rear yard. After a day on the water, return to your private slip, rinse off your gear, and unwind in your own Lower Keys sanctuary. Twin Hammocks are provided to watch the stars at night. brbrWhether you're seeking a serene waterfront getaway or a home base close to Key West's attractions, Seaside Cottage delivers the best of island living and quick access to down town key west.brbrThis home has bedding for 4 if you are bringing 6 people please bring your aero bed.brbrBook now and enjoy your slice of paradise!brbrThis home is a 28 night minimum.brbrYou must be 25 or older to rent. (25 year old must be present during entire stay)brbrThis is a 28 day minimum rental.brbrThis property is dog friendly, so you are required to select the pet fee option when booking if you are bringing a dog. All dogs must be approved prior to booking. There are breed restrictions due to insurance reasons. Dogs 20lbs or less allowed - must be pre-approved. Pet fee is non-refundable & taxable. If you are booking onAirbnb~ the pet fee will be asked for after booking, as it will not be included in the total cost. The fee is based on the breed & size. Dog friendly only - NO cats or other animals. Max allowed is 2. Failure to disclose the dog and pay the pet fee will result in a charge of up to $500 and will be asked to vacate without a refund. brbrCheck-in is 4 pm on day of arrivalbrbrCheck out is 10 am on the day of departurebrbrVacation Rentals of the Florida Keys provides a complimentary starter kit of soap, toilet paper, paper towels, dishwasher detergent, and laundry detergent. Guests will need to provide ongoing supplies for your stay.brbrVacation Rentals of the Florida Keys (Vrotfk) has Terms and Conditions of use for this property and all the properties we manage. As a party to this transaction, you and your party understand that by renting this property, you expressly agree to the Terms and Conditions of Vacation Rentals of the Florida Keys (Vrotfk). Once a deposit is received by Vrotfk, or through any other platform you choose to book the property, that act will acknowledge and accept these Terms and Conditions. Terms and Conditions are attached to every reservation confirmation. Terms and Conditions will be sent via an e-signature document that is required to be signed after booking.brbrAmenities Include:brbr- Air Conditioning: Yesbrbr- Kitchen: Yesbrbr- Private Entrance: Yesbrbr- Smoke Detector: Yesbrbr- Bed Size 1st/Master: Quenbrbr- Bed Size 2nd Rm: Queenbrbr- Child Friendly: Yesbrbr- Coffee Maker: Yesbrbr- Dockage: Yes 80 ftbrbr- Pet Friendly: Yesbrbr- BBQ Grill: Yesbrbr- Ceiling Fans: Yesbrbr- Internet Access: Yesbrbr- Micro/Dishwash/Disp.: Yesbrbr- Refrig And Ice Maker: Yesbrbr- Square Footage, Est.: 1160brbr- Stove/Oven Elec/Gas: Yesbrbr- TV Cable/Satellite: Streamingbrbr- TVs/VCR/DVD: Yesbrbr- View: Canalbrbr- washer dryer: Yesbrbr

Seaside Cottage minutes to Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$258.55

IMAGINE PARADISE…brPicture your very own tropical estate enhanced with luxurious perks to include an expansive outdoor oasis with a large pool and tiki hut! This adorable private residence is centrally located area of “Mid Town” offering tranquil surroundings just a short distance to everything! br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES…brA vibrant first impression greets you to this island hideaway with front porch seating to soak up the serene surroundings. Step inside to find an open space showcasing tile flooring throughout and coastal decor. A cozy seating area with a tv begins your journey with a fully equipped and renovated kitchen steps away. Granite counters, gorgeous custom cabinetry, stainless steel appliances and bar seating for 3 occupy this cheery space. Adjacent to the kitchen is a light filled, air-conditioned sunroom equipped with comfortable furnishings, a pool table and TV. An office room is also available for those working remotely. Cable is offered in the living room. The guest rooms and outside TVs are smart TVs. brbrSLEEPING ARRANGEMENTS…brEnjoy a peaceful evening’s rest in either queen guest room – both equipped with a flat screen TV and ceiling fans to keep you cool. The shared hallway bathroom comes with a walk-in glass shower. An additional full bathroom with a walk-in glass shower is located right off the sunroom. brbrOUTDOOR LIVING…brThis dream home come true is surrounded by mature landscaping, a large heated private pool and a charming tiki hut with plenty of bar and dining seating for the whole crew for incredible entertaining. Rinse off the the outdoor shower, catch an island breeze in one of the loungers and enjoy a movie on the flat screen TV.brbrPARKING...brPlenty of street parking is available here on the 2300 Block of Staples Ave.brbrPETS...brThis home is NOT pet friendly. brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)brbrBOOKING DATES...brThis home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 90 days before the start of stay will receive a 100% refund. brbrCancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).brbrLET THE STRESS MELT AWAY…

BAREFOOT BUNGALOW~2 Bedroom, 2 Bathroom Home w/ Office, Pool and Tiki Hut!

Key West, Florida, United States

Bed

Bath

Sleeps

$307.44

Welcome to OFF THE HOOK — Your Perfect Key West Getaway!brbrEscape to this stunning, meticulously updated 3-bedroom, 3-bathroom home located in desirable mid-town Key West. Just under a mile from the vibrant heart of Duval Street, local beaches, and Garrison Bight Marina, OFF THE HOOK offers the ideal blend of comfort, style, and convenience for your next vacation.brbrProperty Highlights:brbrBedrooms: 3 (King Primary Suite, Queen Family Suite, Guest Suite with 2 Twins/convertible King)brbrBathrooms: 3 full baths, including ensuite in primary bedroombrbrLocation: Mid-town Key West, less than 1 mile from downtown and beachesbrbrParking: Private gated parking plus ample street parking for boats/trailersbrbrInside the Home:brbrStep inside to a bright and airy living space filled with natural light and featuring wood-like tile flooring and recessed lighting throughout. Relax in the spacious living room with a 65” Smart TV and easy access via French doors to the private pool area.brbrThe kitchen is fully equipped and opens to a cozy bistro-style dining area—perfect for meals at home or entertaining guests.brbrGuest Suite: Located on the main floor, this room offers two twin beds that can be converted to a king bed upon request, perfect for flexible sleeping arrangements.brbrPrimary Suite: Upstairs, enjoy a peaceful retreat with a king bed, Smart TV, ample closet space, and a luxurious ensuite bathroom.brbrFamily Suite: Also upstairs, the large family suite includes a queen bed, full-size futon, large closet, Smart TV, and access to a shared full bathroom with tub/shower combo.brbrOutdoor Oasis:brbrYour backyard paradise awaits with a private swimming pool surrounded by loungers and a comfortable artificial turf area. Enjoy outdoor dining and entertaining in the dedicated patio space. For cooler months (Nov 15–May 1), pool heating is available for an additional daily fee.brbrAdditional Amenities & Details:brbrImpact-resistant windows and doors for added safety and comfortbrbrSecure property access with a 6-foot privacy/security fence around the compoundbrbrBeach chairs and towels provided for your conveniencebrbrClose proximity to local attractions: Duval Street nightlife, beaches, Garrison Bight Marina (1 block away)brbrBoat owners: Ample street parking available for trailersbrbrImportant Notes:brbrPool Heat: Optional Nov 15–May 1, $20/day, must be arranged before check-in.brbrPet Policy: Pre-approval required for dogs. Max 1 dog, up to 50 lbs. Pet fee $20/day, reduces total guest occupancy by 1. Fees due prior to arrival.brbrGet OFF THE HOOK from everyday life and experience the best of Key West in style and comfort. We look forward to hosting you!

OFF THE HOOK - 3 Bedroom / 3 Bathroom W/ Pool & Parking

Key West, Florida, United States

Bed

Bath

Sleeps

$213.85

This 3 bedroom home is located one block from where Tennessee Williams home was located. The home has a true historic flavor including the neighborhood. Lush garden with outside pool and Jacuzzi for enjoyment and relaxation. The backyard is fenced for privacy. Inside offers large living room with soaring ceilings, private bedrooms and full size kitchen with dining room overlooking the pool. brOne off street parking spot for your use. Located close to the beaches and downtown area. Great local restaurants- El Siboney on Catherine Street is in the area as well as a locally owned grocery store-Faustos. Live like a local conch and stay in the ambiance and charm on Duncan Street Property.brbrNote: The property is set up for no contact check-in. The unit has been cleaned and sanitized by a professional cleaning company prior to your arrival. If Key West closes to tourists due to COVID related travel shutdown, you will recieve 100% refund minus credit card fee of 3.5%.

Lush Gardens-Pool-Jacuzzi-No Contact Check-In

Key West, Florida, United States

Bed

Bath

Sleeps

$235.05

Down a hidden lane in the heart of Old Town Key West you will find Loco Court Cottages.The compound is located one block off Duval Street but is private and serene. The compound consists of three stand-alone cottages alongside a tranquil shared pool. brbrEl Secreto Unit 2 is a One bed, One bath house with an open kitchen and living room and high ceilings. The kitchen is equipped with a refrigerator, oven, induction cooktop, coffee maker, toaster, blender and microwave. Walk out of your living room and bedroom onto a private outdoor patio and dining area with a gas grill. A private washer and dryer is also provided. brbrIn the shared space you will find a spacious heated pool, lush tropical landscaping and ample deck space for sunbathing. brbrThis property is located within short walking distance to some of the best restaurants on the island, including Little Pearl, Lola's Bistro and Antonia's. brbrThis cottage is part of a three-unit property with a shared pool and space for bicycle parking. Parking may be available. Please contact the owner if you require a parking space.

Cottage in Old Town Key West w/ Pool, Parking and Privacy. One block from Duval!

Key West, Florida, United States

Bed