Home 33040, Florida, United States Vacation Rental Homes By Owner - Page 91

Showing 1820 Of 2055 Vacation Rentals
Slider Thumb

$239.19

/ Nightly
Apartment

Superb Location, Affordably Priced

Key West, Florida, United States

This Studio is a lovely charmer nestled in a 6 unit compound in a residential neighborhood in the center of Old Town Key West. This accommodation is the perfect location for exploring Key West. You can walk to the Hemmingway House, the Butterfly Conservatory and stroll Duval St with it's many restaurants, shops, galleries and museums. Come home to a king size bed, full kitchen and everything you need to make your own cocktails.brbrThis newly redecorated Studio features a seating area , flat screen TV, king bed and small patio with a table and two chairs. brbrPeople ask me about parking more than anything and this condo does not come with assigned parking but there are 8 spaces on the street out front available on a first come basis. I provide additioanl tips for finding parking with my instructions but I encourage you to not bring a car into Old Town as it is an historic district and over 100 years ago it was not anticipated that tens of thousands of visitors would come to enjoy it's beauty so there simply is not enough parking in Old Town for all who come and changing that would affect the historical value. A car is not a practical way to tour Old Town because parking is scarce and expensive all over town. Locals have adapted and have taken to bicycles to travel the Town. The City of Key West has implemented a bus service around Old Town called the Duval Loop and it stops a half block from this rental. brbrShould you book this property I strongly recommend you purchase the cancellation insurance offered by VRBO, particularly during hurricane season. Flights are frequently canceled by the airlines and while they may be willing to rebook new flights I do not have the flexibility to give you new dates and you will be expected to pay for the dates you booked. Cancellation insurance will cover this in most cases. brbrThere is no pool at this property but there are small beaches all around the island and several are within walking distance of this property; Southernmost Beach would be closest at 6 blocks away. Fort Zachary Taylor State Park has the beach that locals like best, it is a State Park so there is a fee but the facilities are excellent: picnic tables, grills, outdoor shower, indoor shower, change rooms, restaurant, chaise lounges for rent and a water view that is the best in Key West. brIf you prefer a pool there is an excellent public pool at 300 Catherine St. The MLK Community Pool is an 11 minute walk from the condo and this roof-top, outdoor pool offers excellent sunbathing and views of Key West. brThere are also hotels that welcome patrons of their restauant to use their pools and I provide info on those locations in the condo. brbrThank you,brPam MacKenzie
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb
Exceptional(51)

$1143.38

/ Nightly
Private Vacation Home

Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St

Key West, Florida, United States

You will love our newly renovated 2 bed/ 2 1/2 bath private townhome in a secure community. Perfect location. This property doubles as our second home when we are in town. Renovations include new wood flooring, fresh paint, new kitchen with stainless appliances and granite tops. All furnishings and accessories are new. Private courtyard with sundeck, and night lighting overlooking a private park. The 2 Bedrooms are upstairs and each have high vaulted ceilings. King bed in owner's suite and two twins in second bedroom. Master bedroom has a private balcony. Living room sofa makes into a queen sofa sleeper. 1/2 bath downstairs in the living area. Free WIFI and three tvs and stereo. The outdoor courtyard is perfect for relaxing, you will not want to go inside. Tropical landscaping. Just steps to the heated pool. All located in the beautiful private community of Truman Annex.brbrYou are located 2 blocks to Duval Street and the beach is at the end of the street. You can walk or ride a bike to everything in Old Town Key West, including Mallory Square where FREE nightly entertainment is provided prior to the famous sunsets.brbrFantasy Fest parade rolls in front of the property so you have front row seats. Ft. Zackary Taylor is at the end of the street and has an awesome beach, perfect for snorkeling and fishing.brbrAll types of watersports are nearby; snorkeling, fishing, diving, paddle boarding, kayaking, sailing, and sunset dinner cruises.brbrNight life starts just one block away with The Green Parrot, the first and last bar on US 1. Duval is another block away and this is where you will find fantastic dining, bars with live music, shopping, and plenty of sights to see. You never know when you will dine with a pirate or a mermaid. Key West is full of colorful characters and street performers. Feel free to call Joe for more information.
Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(1)

$358.84

/ Nightly
Private Vacation Home

TROPICAL PROPERTIES VACATION RENTAL-KEY WEST

Key West, Florida, United States

****This property requires a minimum stay of 28 nights in the same calendar month****brbrTropical Properties Vacation Rentals invites you to our beautiful modern/coastal home located in Historic Old Town Key West. This home is located close to Duval Street, Smathers Beach, Higgs Beach and Conch Harbor, the center of all things Key West. This home was built in 2008 which is a rarity in the Old Town area!brbrThe spacebrLOCATION: This tropical destination is a 6 minute bicycle ride to Duval Street where you will be dazzled with boutiques, restaurants, nightlife, gallery viewing, shopping and an abundance of other activities, yet our neighborhood is quiet and serene. The home is located close to Duval Street, Smathers Beach, Higgs Beach and Conch Harbor, it is the center of all things Key West.brbrHOUSE LAYOUT: The home boasts a gorgeous modern open living space, a new pool with waterfall, patio furniture creating an outdoor oasis. This home has hard wood floors and modern tile throughout, a spacious family room, central air, washer/dryer located inside the home, a dishwasher all rarities in Key West rentals and makes this a truly enjoyable space.brThe kitchen boasts all high-end appliances. The refrigerator provides cold water, standard ice maker and an ice-ball maker for those that enjoy libations. In addition there is a separate bar for wine enthusiasts which includes a temperature controlled wine cooler.brThe kitchen provides the perfect seating options, both a large dining room table seating eight as well as a separate bar seating four. brThe entire back of the home opens up with sliding glass doors spanning from the ceiling to floor to expose a private tropical oasis with pool, fountain, an electric awning, gardens and multiple seating areas.brThis home was featured in the 57th Annual Key West Home Tour given its unique combination of historical Key West beauty coupled with modern amenities.brbrBEDROOMS: This home offers 3 beautiful bedrooms, each with their own private full bathroom as well as a half bathroom on the first floor. Every bedroom has a television, all have tropical décor, new linens and comforters.brThe second floor features 2 bedrooms. The first bedroom boasts a queen bed, dresser, two night tables and a large walk in closet with private balcony overlooking the gardens. brThe second bedroom has two twin beds, a night stand, dresser and large closet. brThe third floor has a private indoor staircase with a door that can be closed to maximize privacy. This bedroom has a king bed, sitting parlor, desk work area as well as a tiled and glass shower topped off with a large jacuzzi jet bathtub. This floor is an absolute escape.brThe living room additionally includes a brand new sofa queen sleeper. brbrPETS: No pets are allowed in this home, this is NOT pet friendly.brbrPARKING: Street parking available. brbrOUTDOOR AMENITIES: The tropical outdoor space is furnished with several seating areas both in the sunshine and shade. The back of the home offers a quiet respite from the hustle and bustle of nearby Duval Street.brSecurity cameras are installed on the exterior of the house specifically the front door and facing backyard/pool for visitors comfort.brbrOTHER AMENITIES: Iron & Ironing Board, 3 x Hair Dryers, Bed Linens, Towels, Beach Towels, Washing Machine, 4 x TV's, Washer dryer, Dryer, Garden (Private), Ceiling Fans, 3 x showers, jacuzzi bathtub, speed internet connection, air conditioning, 2x Fire ExtinguishersbrKitchen stove, Refrigerator, Wine Cooler, Cookware & Kitchen Utensils, Dishwasher, Microwave, Toaster, Keurig, Blender, BBQ grill and utensils and two bicycles.brbr***Guests must be 25 years of age or older unless accompanied by an adult.brbr****This property requires a minimum stay of 28 nights in the same calendar month****
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb

$1112.61

/ Nightly
Private Vacation Home

3-Story spacious conch style home w/ private pool & dock!

Key West, Florida, United States

Seafarer’s Refuge” is a spacious home with the ability to sleep a large group comfortably, a private pool and tropically furnished yard, a prime Old Town location, and a private 43’ boat slip.brbrAll of the typical Key West spots are accessible by a short walk or bike ride, but should you decide to drive there is private off-street parking for two cars with this home. The living area has a large flat screen HDTV with DVD player, which you can watch from the comfort of the plush living room furniture or the kitchen/dining areas thanks to the open living plan of this main floor. The living room sofa also pulls out to a Queen-sized bed for sleeping extra guests. The kitchen is fully equipped with state-of-the-art appliances. The dining area has seating for 8, with 4 additional seats at the kitchen bar.brbrThrough the sliding glass doors of the living area is the private back yard complete with a large deck and a private pool. There are chaise lounges by the heat-optional pool when it’s time for a swim and some sun. A full outdoor dining set by the pool can comfortably sit 6. Cross the parking lot of this private complex to the docks where you will find your own boat slip.brbrThe master bedroom is on the second level and has a King-sized bed, a large flat-screen TV, plenty of dresser space, and a private balcony overlooking the water. The master bathroom is en-suite with dual sinks, a large soaking tub, a glass and marble shower. The second bedroom is also on the second living level, and has a Queen sized bed, a flat-screen TV, and a private balcony. The second bathroom is also en-suite and has a tub/shower. The third level can sleep a total of 6: there is a private bedroom with two twin beds that can convert to a King upon request, and an open room with another 4 twin beds, which can convert to 2 King sized beds upon request. The third level accommodations share one full bathroom with a tub/shower. Additional sleeping area is available in the living room, as the sofa pulls out into a Queen bed. There is also a half bath off the living room on the main floor.brbrAmenities: Washer & Dryer, Central Heat and A/C, Ceiling Fans, Off-Street Parking, Flat Screen State-of-the Art HD TVs in all bedrooms and main living area, Fully Equipped Chef’s Kitchen with Gourmet Appliances, Private Heated Pool, Private Boat Slip, Large BBQ Grill, Linens and Towels provided. Interim housekeeping provided upon request. Wireless high-speed Internet access and full cable is included. This property will accommodate 10 guests. brbrRATES: we have 3 night (not always available) and 4 night rates available. We also have a 7 night and 21+ night discounted rate (automatically provided with dates).
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb

$363.61

/ Nightly
Private Vacation Home

Island Time in Old Town

Key West, Florida, United States

Welcome to Island Time located in the heart of Old Town! This 2nd floor condo is perfect home base for your adventure or work from home lifestyle. brbrJust steps to the Historic Seaport and a few blocks from Duval Street. Relax and watch the world go by on the wrap around porch, complete with a hammock, hanging swing and Adirondack chairs. This condo has everything you need, just bring your bathing suit, flip flops and positive vibes.brbrThe spacebrOur 2nd floor condo offers 2 bedrooms and 1 full bath with all the comforts of home. A large living area, full kitchen, washer and dryer and the BEST PART- a huge wrap around porch with an iconic haute blue ceiling. Enjoy morning coffee listening to the roosters, or happy hour with friends sipping a key lime martini.brbrEach bedroom has a TV with full streaming apps, high speed WiFi - If you are going to work from home, why not work from paradise!brbrIsland Time has historic charm too. This is not just your average rental. When you stay here, you are living in the home of the one and only Wilhelmina Celeste Goehring Harvey (1912 - 2005) - a philanthropist and the first female mayor of Monroe County, Florida. A grand dame of Keys politics, she was frequently a public face of the Conch Republic. In April 1982, citizens of Key West formed the Conch Republic, a satirical micronation, in response to a Border Patrol checkpoint that disrupted travel and tourist activity. Harvey became Admiral and First Sea Lord of the Conch Republic's Navy, whose actions included attacking a Coast Guard cutter with loaves of stale Cuban bread. Great trivia to share with new friends you are bound to meet at Happy Hour.brbrGuest accessbrIsland Time is centrally located to everything you'd want in Key West. Located on a quiet street, just 2 blocks from the Historic Key West Seaport, home to some of the best restaurants, bars, shops and views!brbrOn street parking is free. Eaton Bikes is just around the corner. Leave the car and bike everywhere!brbrShared pool (only 3 other condos so it's rarely crowded). Check out our sister property right next door - Beyond the Sea! Rent both for your larger group or family! Message Host for details.brbrNote: Must climb stairs, there is no elevator in the building.
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(6)

$504.0

/ Nightly
Condo

2BR Condo - Hyatt Beach House Resort - Private Beach - Resort Amenities

Key West, Florida, United States

Located 2.7 miles from Smathers Beach and 3.8 miles from the Ernest Hemingway Home & Museum, this quiet piece of Key West is the best location for relaxation. The property is on a corner of the island featuring its own private beach and water access.brbrThis airy two bedroom condo features complimentary wi-fi, flat-screen TVs, full kitchen and a balcony. The primary bedroom features a king bed with an ensuite bathroom with a walk-in shower. The guest bedroom has a king bed and access to a full bathroom; unit sleeps six. The living room has a sleeper sofa as well. Prepare meals in fully equipped kitchen that offers a full size refrigerator, microwave, stove, oven, coffee maker, dishes, utensils and cookware. Condo also features a Washer and Dryer for convenience.brbrAmenities include an outdoor pool, a jacuzzi and a bay-view grill restaurant. There's also a bar, a business center, complimentary parking, onsite BBQ grills and an airport shuttle (fee). Off the property you will find fun activities like parasailing, fishing charters, coral reef sightseeing tours, scuba diving, snorkeling, diving spots, and museums.brbrUnits are assigned at check-in, pictures are representative of unit, decor, layout and room view may vary.brbrComplimentary parking is available for the first vehicle. Height restriction is 6 feet 8 inches. A $10 charge per day, per vehicle, applies for additional vehicles. Additional parking is subject to availability. There is no RV parking available.brbrThis is a Cashless Resort and credit cards are the only acceptable form of payment.brbrResort fee of $20/day is due at check-in. (Subject to change at any time)brbrThis property welcomes ADA service animals. Pets are not permitted.brbrLate Arrivals - Check-in is from 4:00 pm to 11:00 pm. If arriving after 11:00 pm, advance arrangements must be made by calling the property's Front desk.brbrA split week fee of approximately $125 may apply for reservations shorter than one week. (Subject to Change).brbrWe do not accept liability for any inconveniences beyond our control including but not limited to temporary defects or outage of utilities, closures of resort amenities, or limitation of any other service. We will not provide refunds, reimbursements, or compensation for inconvenience or interruption of utilities, resort amenities, or any other service.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(6)

$390.06

/ Nightly
Private Vacation Home

WANDERLUST ~ Stunning 3 Bed, 3 Bath Retreat in Peaceful Neighborhood w/ Pool!

Key West, Florida, United States

STUNNING KEY WEST RETREAT…brJust renovated, this island gem exudes the utmost island spirit with authentic historic character. Meticulously preserved with the finest of luxuries, the blissful functionality of this home exceeds a standard of excellence that cannot be missed. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES…brA charming glance to a picture-perfect front porch greets you to this peacefully located cottage. Walls wrapped in rich Dade County Pine draw you in as you enter this aesthetically pleasing, modern abode. Breathtaking at first glance, the open Great Room boasts high, open beam cathedral ceilings with wood flooring and modern décor throughout. Large sliding doors beyond a cozy seating area with a flat screen smart TV with streaming capabilities can be perched open creating an inviting indoor/outdoor gathering space. Pristine detail lies at every end of the bright kitchen equipped with top of the line appliances, island bar seating for 2 and banquette dining seating that overlooks your tropical paradise. brbrSLEEPING ARRANGEMENTS…brDiscover opulent comfort in the downstairs king master suite furnished with a flat screen TV, storage space for all your belongings and a lavish en suite full bathroom showcasing exquisite décor, a double sink vanity and a glass walk in shower. Follow the stairs above to a guestroom with two twin trundle beds, one of which creates a king bed. Steps down the hall lies another king guestroom with a cheerful queen sleeping nook. Both rooms share a hallway full bathroom equipped with a walk in glass shower. The downstairs sofa sleeper pulls out to a queen bed with convenience to a nearby full bathroom with a walk in glass shower. brbrOUTDOOR LIVING…brLook no further than this incredibly peaceful outdoor sanctuary to find your zen. A retractable awning allows for ample shade resting over a seating area overlooking the heated dip pool and tranquil waterfall. Rinse off in the outdoor shower and take evening strolls through the attractive setting of the highly coveted neighborhood of “The Meadows.” brbrPARKING...brThis home does not have designated parking but there is on street parking in the surrounding neighborhood.  Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates.brbrPETS...brDogs considered, but no cats or other animals please. Please either inquire prior to booking, or make sure to check the box that you are bringing a pet when booking, AND include size, breed, and age of the pet in Comments/Special Requests. A pet fee is required.brbrMULTI MONTH RESERVATIONS...brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay clean brPool/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). brbrPICTURE PERFECT…
Bed 3

Bed

Bath 3

Bath

Sleep 9

Sleeps

Slider Thumb
Exceptional(6)

$220.27

/ Nightly
Condo

Hidden Paradise-2bed 2bath condo w/ ocean views, dock space, pool

Key West, Florida, United States

AGE REQUIREMENT:brEveryone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and primary renters are 25 years or older. We do not accommodate bachelor parties, bachelorette parties, student groups or construction workers-NO EXCEPTIONSbrbrThis property is a 28 night minimum. Boat slips available for rent! Inquire with us. brbrFEATURES:brBedrooms: 2 (1 king and 1 queen)brBathrooms: 2brLocation: Sunset Marina Gated CommunitybrSquare Feet: 1558brParking: 1 assigned covered parking space (NO ELECTRIC VEHICLES/SCOOTERS/BIKES ALLOWED)brAmenities: Wifi, TVs, in-unit laundry, balcony, shared pool, near the golf course, boat slip availablebrbrbrTHINGS TO KNOW: brRestrictions/Rules: No smoking. No Pets.brbrCheck in: 4PM - We do not guarantee an early check in request will be granted because we need to give the housekeepers time to ready the units for check-in, however, should your unit be ready early, we will notify you from this number that you can check-in. No units will be able to accommodate a check-in earlier than 12pm. brbrCheck out: 10AM - We do not accommodate late check outs. brbrItems provided: All linens, bath towels and beach towels are provided for your convenience. You are provided an initial supply of bath soap, dish washing liquid, toilet paper, laundry detergent and paper towels. Additional supplies are the responsibility of the renter, or once the initial supply is used.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb

$2193.64

/ Nightly
Private Vacation Home

Sleep 16 guests over two side-by-side homes in exclusive Key Cove Landings

Key West, Florida, United States

Need more space We created this compound to accommodate your large group of guests or families over two side-by-side homes. Specific information on each home can be found by searching for Havana Daydream or Paris Mango. Both homes are the same floorplan and immediately behind the observation deck overlooking the bay.brThe perks of this little-known location are many: walking distance to the essentials such a Publix grocery store and the largest shopping center on the island, while still being tucked away in your own quiet neighborhood. This home includes plenty of off-street parking in the private garages, as well as on the driveways in front of the homes.brKey Feature:br4 en'suite bedrooms in addition to a bedroom in each home off the living room, each with two twin beds.brThe homes have the same large open floorplan with spacious seating areas. brThe master bedrooms have King-sized beds, large flat-screen HD TVs, and en-suite bathrooms complete with a glass showers, large Jacuzzi tubs and separate room for the facilities. Second bedrooms have King-sized bed, flat-screen HD TVs, large walk-in closets, and glass sliding doors providing access to the waterfront balcony. The third bedrooms are also on the 2nd floor with their respective bathroom in the hall off the stairs. brWe suggest looking at each individual listing for more specific information on each of the homes that comprise this Key Cove Landings compound.brAMENITIES: Washer & Dryer, Central Heat and A/C, Ceiling Fans, Off-Street Parking in Garage & on Driveway, Flat Screen State-of-the Art Smart HD TVs in all bedrooms and main living area, Fully Equipped Chef’s Kitchen with Gourmet Appliances, Private Heated Pool, Large BBQ Grill, Linens and Towels provided. Interim housekeeping provided upon request. Wireless high-speed Internet access and full cable is included. Pets Considered. This property will accommodate 16.brbrThis compound does not include dockage.brbrRATES: we have 3 night (not always available) and 4 night rates available. We also have a 7 night and 21+ night discounted rate (automatically provided with dates).
Bed 8

Bed

Bath 8

Bath

Sleep 16

Sleeps

Slider Thumb
Exceptional(1)

$755.54

/ Nightly
Condo

Salt Pond Hideaway | Comfortable Condo with Pool!

Key West, Florida, United States

Salt Pond Hideaway | Comfortable Condo with Pool, Hot Tub, and Close to Beach!brbrSalt Pond Hideaway is your ideal retreat for a Key West vacation! This recently renovated, airy condo features two bedrooms and two bathrooms, offering the perfect blend of comfort and convenience. Relax in the expansive shared swimming pool, unwind in the hot tub, and enjoy access to multiple tennis courts, all complemented by an outdoor shower.brbrThe Space:brSalt Pond Hideaway boasts a modern open-concept living area, ideal for both relaxation and entertainment. The master bedroom features a king-size bed, cable TV, an en-suite bathroom with a bath/shower combo, and a spacious walk-in closet. The second bedroom includes a queen bed, cable TV, and a full Jack and Jill shared bathroom. Enjoy amenities such as central AC, free WiFi, and a private washer and dryer. The fully equipped kitchen includes essential appliances, and the private balcony is perfect for sunset views.brbrGuest Perks:brOur easy, contactless check-in ensures a smooth arrival, with a personalized access code sent to you prior to check-in.brbrShared Features:brTake advantage of the fantastic amenities this resort offers, including a beautiful shared pool, hot tub, tennis courts, free parking, and lush tropical landscaping with walking trails. Access to Salt Pond Hideaway is available via stairs or elevator.brbrThe Neighborhood:brSalt Pond Hideaway is conveniently located just a 5-10 minute drive from the vibrant heart of downtown Key West, including the famous Duval Street with its lively restaurants, art galleries, and nightlife. Experience the sunset celebrations at Mallory Square and explore the Historic Seaport, where water adventures await.brbrGetting Around:brParking is available for one vehicle per unit, though spots are not reserved and operate on a first-come, first-served basis. A second spot may be available depending on vacancy. Key West is best explored by bicycle, scooter, or on foot, with many attractions within walking distance. Don't hesitate to ask for local recommendations!brbrOther Things to Note:br- This unit features a private washer and dryer.br- Please note that this condo is not pet-friendly.br- Mid-stay cleaning available upon requestbr- A minimum stay of 30 days is required, in accordance with local regulations.br- Guests must be 25 years of age or older to reserve this property.brbrCheck in time is 3:00PMbrCheck out time is 11:00AMbrbrAt Colocada Vacation rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(26)

$343.54

/ Nightly
Apartment

Duval Hideaway | Dog-Friendly w/ Shared Hot Tub

Key West, Florida, United States

Duval Hideaway | Dog-Friendly Home with Shared Hot Tub, Patio & Prime LocationbrbrDuval Hideaway is the perfect home base for your island getaway! Located in the heart of Key West's on Duval Street, this charming home offers a relaxing shared hot tub, a patio with a grill, and dog-friendly accommodations—just two blocks from the beach at Fort Zachary Taylor State Park and steps from Duval Street's best dining, shopping, and entertainment.brbrThe Ambiance:brThis cozy, well-equipped home is ideal for couples or small families, offering everything you need for a comfortable stay. The fully equipped kitchen includes a microwave, stove, and fridge for easy meal prep, while a private washer/dryer adds convenience. Each bedroom has a comfortable queen bed, and the living room includes space for additional guests on the pullout sleeper sofa. Relax and unwind on your patio, where you can grill your favorite meals or enjoy the shared hot tub. With three cable TVs and free WiFi, you'll stay connected and entertained after a day of exploring Key West.brbrGuest Perks:brGuests enjoy easy, contactless check-in with a personalized digital lock code. One private parking space is included, so you don't have to worry about parking on busy Duval Street. Your furry friend is welcome for a small nightly fee, so you can bring your dog along to experience all that Key West has to offer.brbrNeighborhood Highlights:brThis home is perfectly positioned for easy access to the best of Key West. Walk to Duval Street, where you'll find top-rated restaurants, bars, and shops, or visit nearby historic sites like the Ernest Hemingway Home and Museum and the Southernmost Point. For beach lovers, the beautiful sands of Fort Zachary Taylor State Park are just a short two-block walk away, offering the perfect spot for sunbathing, swimming, or enjoying a picnic in the park.brbrGetting Around:brKey West is incredibly walkable, and with this home's central location, you can easily explore on foot. Bikes, scooters, and golf carts are also available for rent to explore the island at your own pace. Rideshare services like Uber and taxis are readily available for those looking to venture further.brbrOther Things to Note:br- We welcome dogs with a $20/per pet per night fee.br- One off-street parking space is available for this property.br- Private washer and dryer available in this home.br- Guests must be 25 years of age or older to reserve this property.brbrCheck in time is 3:00PMbrCheck out time is 11:00AMbrbrBook your stay at Duval Hideaway today and enjoy the perfect combination of comfort, convenience, and island charm in one of the most desirable locations in Key West!
Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(29)

$691.44

/ Nightly
Private Vacation Home

Southernmost Retreat | On Duval! With Hot Tub, Patio

Key West, Florida, United States

Southernmost Retreat | Two Dog-Friendly Homes with Hot Tubs, WiFi, & Private ParkingbrbrSouthernmost Retreat is the perfect home base for your Key West getaway! Comprising two beautifully appointed homes located in the heart of Key West's vibrant historic district, this combined property offers the ideal mix of comfort, convenience, and relaxation. Whether you're traveling with family, friends, or pets, these dog-friendly homes are designed to make your stay as enjoyable as possible, with a private hot tub, patios for grilling, and easy access to Key West's top attractions.brbrThe Ambiance:brSouthernmost Retreat features two spacious homes—Duval Street Retreat and Duval Hideaway—both fully equipped with everything you need for a relaxing island stay. The property offers a shared hot tub and patio space perfect for grilling and unwinding, while Duval Hideaway includes a shared hot tub and an additional patio for outdoor relaxation. Each home features two bedrooms, each with a queen bed, a pullout sleeper sofa in the living room, a fully equipped kitchen, a private washer/dryer, and all the modern amenities to make you feel at home. Enjoy cable TV, free WiFi, and a comfortable living space after a day of exploring Key West. brbrGuest Perks:brGuests enjoy seamless, contactless check-in with a personalized digital lock code, ensuring easy access to both homes. The property also includes two private parking spaces, so parking is never a hassle. Bring your furry friend along to enjoy the island, as both homes are dog-friendly for a small nightly fee. Whether you're relaxing on the patio, soaking in the hot tub, or exploring the local area, Southernmost Retreat has everything you need to make the most of your Key West vacation.brbrNeighborhood Highlights:brLocated on iconic Duval Street, Southernmost Retreat puts you in the heart of Key West's dining, shopping, and entertainment scene. Just two blocks away, you'll find the beautiful beach at Fort Zachary Taylor State Park, a perfect spot to unwind by the water. Iconic landmarks like the Ernest Hemingway Home and Museum, the Southernmost Point, and the Key West Lighthouse are all within walking distance. Whether you're here to explore the history, enjoy the local cuisine, or simply relax, everything you need is just steps away.brbrGetting Around:brKey West is incredibly walkable, and with these homes' prime location, you can easily explore on foot. For added convenience, bikes, scooters, and golf carts are available for rent. Rideshare services like Uber and taxis are also readily available for those looking to venture further.brbrOther Things to Note:br- We welcome dogs with a $20/per pet per night fee.br- One off-street parking space is available for this property.br- Private washer and dryer available in this home.br- One of the homes is located on the second-story.br- Guests must be 25 years of age or older to reserve this property.brbrCheck in time is 3:00PMbrCheck out time is 11:00AMbrbrAt Colocada Vacation rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.
Bed 4

Bed

Bath 2

Bath

Sleep 12

Sleeps

Slider Thumb
Exceptional(17)

$1612.31

/ Nightly
Private Vacation Home

Meadows Manor | Elegant Oasis with Private Pool

Key West, Florida, United States

Meadows Manor | Elegant Oasis with Private Pool & Parkingbrbr--- 3-Night Minimum Stay Required ---brbrDiscover the perfect blend of luxury and tranquility at the Mansion in the Meadows, a beautifully landscaped 4-bedroom, 4-bathroom haven in the heart of Key West. This stunning home features a private pool surrounded by lush greenery, providing an ideal oasis for families or groups seeking both relaxation and adventure. With a central location, you're just minutes away from all the vibrant attractions that Key West has to offer.brbrThe Ambiance:brStep inside the Mansion in the Meadows, where modern elegance meets tropical charm. Designed to accommodate up to eight guests, this spacious home boasts:br- Four inviting bedrooms, each featuring a plush Queen bed for ultimate comfortbr- Four beautifully appointed bathrooms ensuring convenience for all guestsbr- A fully equipped kitchen perfect for preparing meals togetherbr- An inviting living area that opens up to the outdoor spacebr- A private pool framed by luscious landscaping, perfect for lounging and soaking up the sunbrWith ample space and a thoughtfully designed layout, this home is perfect for creating unforgettable memories with loved ones.brbrGuest Access:brEnjoy a seamless arrival with our contactless check-in process. You'll receive personalized access codes prior to your arrival, allowing you to walk right in and start enjoying your vacation. Our team is available to assist with any questions or recommendations during your stay.brbrLocation Highlights:brNestled centrally in Key West, the Mansion in the Meadows offers the convenience of being close to everything the island has to offer. Explore nearby shops, restaurants, and vibrant nightlife, or take a leisurely stroll to the beach. This location provides a perfect base for experiencing the unique culture and charm of Key West.brbrTransportation Tips: brGetting around is a breeze at the Mansion in the Meadows! With on-site parking available, you can easily explore the island by car. Alternatively, rent a bike, scooter, or golf cart for a fun and eco-friendly way to discover local attractions. Public transportation options, including taxis and rideshares, are also readily accessible.brbrOther Things to Note:br- This property has 3 night minimum stay requirement.br- Private washer and dryer available for guest use.br- Lush landscaping enhances the outdoor experience.br- Guests must be 25 years of age or older to reserve this property.br​​​​​​​- No pets allowed.brbrCheck in time is 3:00PMbrCheck out time is 11:00AMbrbrTo enhance guest safety and security, this property is equipped with exterior security cameras for safety and monitoring purposes. Cameras are located around the perimeter, including entrances, walkways, driveways, pool, and common outdoor areas. No cameras are placed in private or interior spaces.brbrAt Colocada Vacation Rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible!
Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(3)

$227.25

/ Nightly
Private Vacation Home

LA CASA ROSADA ~ Perfectly Located 2 BR, 2.5 Ba Home w/ Private Hot Tub!

Key West, Florida, United States

YOUR ISLAND TREASURE AWAITS...brThis cozy 2 bedroom 2.5 bath island sanctuary is nestled in the charming area of Bahama Village, a community known for its colorful Bahamian-style architecture and panoramic water views from the 19th century Key West Lighthouse. Enjoy close proximity to many popular open-air restaurants serving island-inspired fare, coconut-laden cocktails and live music. This home provides every creature comfort you'll need and is a short distance from lively Duval Street and sun-drenched beaches.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES...brAs you enter this adorable pink retreat, the cozy living area greets you and invites you to kick off your sandals and stay a while. A comfy sleeper couch and cushioned seating envelops you while you enjoy diversion on the large wall-mounted tv and cool off from your day's adventures in paradise. Continue down the hallway where you'll find a laundry closet and a powder room for your comfort and convenience, then enter the dine-in kitchen (table for 4) and enjoy meal prep in this clean and fully equipped and stocked kitchen. This property is equipped with a Ring Doorbell located next to the front door of the home. brbrSLEEPING ARRANGEMENTS...brTravel upstairs where you'll find two bedrooms, each with their own private shower bathroom. The primary features a king bed and the second bedroom offers a queen. Both are equipped with wall-mounted tvs and storage closets for your belongings.brbrOUTDOOR LIVING...brYou will love the quaint side yard hangout that offers a private hot tub, sunbathing loungers, an outside shower and 4 bicycles. A small porch gives entry to the kitchen area. brbrPETS...brPets are considered and a pet fee is required. Please leave the size and breed in the comments when inquiring. 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)brbrPARKING...brEnjoy the convenience of an off street graveled parking space for 1 vehicle.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).brbrSUN-FILLED PLEASURES AWAIT YOU....
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Home Most popular vacation rentals in Key West