Vacation Rentals By Owner In Cudjoe Key, FL

Welcome to Venture Out on Cudjoe Key! This gated resort community located in the beautiful keys offers your perfect getaway in paradise. This 2 bedroom, 1 bath sleeps 6 comfortably.brbrJust a short drive to Key West, just 20 minutes away, this is the ideal spot for all vacationers. This 800 sq. ft. property offers 2 bedrooms, master bedroom w/ a queen bed. 2nd bedroom offers twin bunk bed setup. Sleeper sofa(queen) also provided to sleep another 2. Best of all, avoid the community laundromat, there is a washer/dryer located in the property!!! Super convenient!!!brbrFully stocked with all the linens needed for your stay. WIFI connection is supplied. Flat screen tvs plus DVD player. The outside sitting area is a great setup to hangout in comfort! BBQ grill provided for those family cookouts! Convenient store located in community!!brbrImmaculate shape and well appointed. Our goal is to make your visit to paradise the best we possibly can!brbrNO SMOKING AND NO PETSbrbr***Check in time is 4pm and check out is 10 am***br***1 car allowed to be parked at property, additional parking for cars, boats, trailers available at minimal fee($5-$25/night, subject to change)***br***Upon check in at gate, there is a one time registration fee of $125 (cash only) collected by gate attendant***br***2 Boat ramps on site along with fuel and a bait and tackle shop***

Mobile Home

Crystal Clear Water Getaway!

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$556.44

This 3 bedroom/2 bath oceanfront home with amazing views on Cudjoe Key private heated swimming pool, shaded hang out area, ping pong table, corn hole game. The pier, gazebo, kayaks and kayak launch area is shared with one other home, Latitudes. You can dock your 24' boat at the pier. The water is shallow getting out to the channel with about a 2' draft.brbrYour property manager lives nearby and is available if you have any requests during your staybrbrQuite/peaceful neighborhoodbrbrYou will be provided with check in instructions prior to your arrivalbrbrThis 3 bedroom/2 bath oceanfront home with amazing views on Cudjoe Key has a large, heated swimming pool with shaded hang out area, ping pong table and corn hole game. 1 Double and 2 single kayaks provided. This home has a boat Foch that is shared with The Latitudes home Ultimate location only 20 minutes from Key West and 20 minutes to Bahia Honda State Park. This is a vacation experience you will remember.br*Master Bedroom: 1 King bedbr•King Bedroom: 1 King bed br•Queen Bedroom: 1 Queen bed br•Living Room: Queen sleeper sofa, Flat screen TV, hardwood floors br•Kitchen: Fully stocked with blender, toaster, coffee maker, microwave oven. Full supply of; dishes, bowls, silverware, stemware, drinking glasses, pots, pans and utensils. br•Linens: All sheets, towels and beach towels provided. Iron and ironing board. br•Supplies: Dish soap, dishwasher soap, dish sponge, some large trash bags, bar soap and liquid hand soap in bathrooms, propane for grill, one full roll of paper towels, one extra full roll of toilet paper per bath. We do not supply laundry soap. br•Outdoor Features: Propane BBQ, Hammock br•Boat Dockage: Tall pier for boats up to 24'. The dock is shared with Latitues home guests. br•Parking: Contract is for 2 cars and 1 boat trailer. Please let us know if you need additional parking. br•Central A/C: Not to be set below 70 degrees. br•Other: Washer/Dryer, ice maker in refrigerator, wireless internet, cable TV, br•Location: 20 minutes from Key West, 15 minutes from Bahia Honda State Park. br•Pool: 10X30, heated Square Footage of House: 1456 sq ftbrbrCancellation: If you cancel your reservation in writing 90 days or more before your arrival, you will receive a full refund, less a cancellation fee of $25.00 and Administrative fee. If you cancel less than 90 days before arrival, your payment and any prepaid rent will be refunded only if we are able to procure another rental for that same period. If no rental is procured, you will lose your payment and any prepaid rent, not to exceed the amount of your rental. If you cancel within 30 days of your arrival, there will be no refund. If the Florida Keys are closed for weather related or other emergencies for your arrival date, you will be given the opportunity to re-schedule your reservation or receive a refund. brbrbrNon-Refundable Damage Deposit Waiver: Instead of charging a security deposit, Host charges a non-refundable $74 damage waiver fee that covers up to $3000 for damage to real or personal property of the vacation rental property as a result of your acts or omissions.brbrBus service available. It is recommended that you rent a carbrbrPrior to your stay we require you to complete a pre-arrival form and sign and agree to our rental conditions.

Blue Palms w/boat dock and pool

Cudjoe Key, Florida, United States

Bed

Bath

7

Sleeps

$213.2

County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional policies below.brbrWelcome to Endless Summer Retreat, a dog-friendly 3-bedroom, 2-bath canal front home located in the desirable Cudjoe Gardens!brbrPerfect for boating enthusiasts and pet lovers alike, this peaceful getaway offers deep water dockage and easy access to the Atlantic and Gulf via the scenic Bow Channel. The nearby Cudjoe Gardens Marina, with its marina store and boat ramp, adds extra convenience for those looking to make the most of their time on the water. Inside, the home features a modern coastal design with spacious living areas, a fully equipped kitchen, and comfortable bedrooms to ensure a relaxing stay. Step outside to the waterfront patio where you can enjoy alfresco dining, sunbathing, or simply relax by the water. The deep water dock makes it easy to embark on fishing, snorkeling, or boating adventures directly from the house. Located just 30 minutes from both Key West and Marathon, Endless Summer Retreat is close to the vibrant attractions and dining of the Florida Keys, while providing a quiet escape when you want to unwind. Whether you're planning a boating trip, a family getaway, or a vacation with your furry friend, Endless Summer Retreat is the ideal destination for a memorable Florida Keys experience!brbrSLEEPS MAXIMUM OF 8 GUESTS:brbrBedroom 1: King Bed, En-Suite Bathroom, Smart TV (no cable/satellite)brbrBedroom 2: King Bed, Smart TV (no cable/satellite)brbrBedroom 3: King BedsbrbrLiving Room: Sofa W/ Pull-Out Queen Bed, Loveseat, Recliner, Smart TV (no cable/satellite)brbrKitchen: Nicely equipped (all things necessary to prepare and serve a meal)brbrAMENITIES:brbr- 80' of Seawall & 30' of Dockage (boat lift not available for guest use)brbr- Fish Cleaning Station with Waterbrbr- Bait Freezerbrbr- Outdoor Seatingbrbr- Propane BBQ Grillbrbr- Parking for a maximum of 4 vehicles (including boat trailers) on the property. (Up to two in the driveway and up to two in the yard). Recreational Vehicles may not be parked on the property.brbr- Linen's and towels providedbrbr- Cudjoe Gardens Marina (.3 miles by boat & .2 miles by car) w/ Marina store and boat rampbrbrIMPORTANT POLICIES FOR YOUR STAY: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.brbrPeak Season Monthly Bookings: All bookings from December through March must be for the entire month, starting at the beginning and ending at the end of the month. Consecutive months may be booked if they follow this requirement. Bookings that do not adhere to this policy are subject to cancellation. If you are interested in alternative dates, please contact us for approval before booking.brbrPet Policy: Up to one friendly and well-behaved dog will be considered with prior approval, payment of a $300 pet fee, and registration with a third-party pet screening service (fee applies for pets, free for service animals). Please review our pet policy before booking—we will provide the registration link after you confirm your reservation.brbrSmoking Policy: Smoking is strictly prohibited to maintain a smoke-free environment.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.brbrBoating & Dockage Advisory: Due to bridges and varying water depths, it is your responsibility to ensure that your boat can safely navigate local waters, access the canal, and fit the listed dockage before booking. While we are happy to provide general information based on our knowledge of the area, guests must exercise extreme caution when boating and ensure all activities comply with local regulations.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.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.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.brbrSecurity Cameras: For the safety and security of our guests and property, two exterior security cameras monitor the front and rear of the property. These cameras are for security purposes only and do not monitor any private interior or outdoor living spaces.

Endless Summer Retreat: Dog-Friendly 3BR Canal Front Oasis, Dockage & Easy Atlantic/Gulf Access

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$384.63

Riley's Retreat 2Bd/2Ba 35' DockagebrOpen Water Views, Free WiFibrThis sparkling clean 2Bd/2Ba vacation rental is located on a 60' wide canal overlooking look down views of the wide L-shaped canal with open water views from the dock and porch and dining room. Perfect boating property, features 35' concrete seawall, dock posts, fish cleaning table, cleats and swim ladder. Interior features laminate wood flooring, central air conditioning, stack washer and dryer, microwave, dishwasher with kitchen and dining open to the living room. The master bedroom features a queen size bed with full bathroom. The guest bedroom features a queen size bed with access to the hallway full bathroom. For additional sleeping, there is a pull out sofa sleeper in the living room. This home is beautifully decorated with Tommy Bahama furnishings and is open and bright with high ceilings throughout. Additional amenities include FREE WIFI, ceiling fans, gas grill, 2 bicycles and outdoor patio furniture. Pet friendly, please refer to Venture Out pet rules. brOVERFLOW PARKING IS NOT GUARANTEED. IT IS A FIRST COME, FIRST SERVE LOT AND CANNOT BE RESERVED AHEAD OF TIME.brVO REGISTRATION FEE $125.00- DUE UPON ARRIVAL CASH OR CREDIT CARD ONLY PAID DIRECTLY TO VENTURE OUT WHEN YOU ARRIVE

Cottage

Riley's Retreat - Venture Out 107

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$765.43

CUDJOE CUTIE WITH AMENITIES GALORE…brSweeping views of the dazzling turquoise waters of the Florida Keys will ignite your island soul and pull you away from reality. Come home to this 2 bedroom 2 bath gem that is sure to delight you and your loved ones with endless hours under the sultry island breezes and calming southernmost waters. Located in the Venture Out Resort in Cudjoe Key, you will enjoy all the amenities, such as a heated 80 ft. pool and swimming lagoon with large hot tub, tennis courts, basketball courts, marina, convenience market with fuel on site as well as two double wide boat ramps, a recreation center, patrolled security and so much more!br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brYou are truly immersed in and surrounded by exquisite tropical waters in this quintessential Lower Keys abode. Enter this new home with its airy 9 ft. ceilings and every modern finish to bring you all the creature comforts you desire. The open living and kitchen areas provide multiple seating options for entertaining friends and family. Craft your favorite cocktail and sink down into your plush couch for your favorite tv viewing on the giant wall-mounted tv. Fashion your favorite recipes in the contemporary fully-stocked kitchen and dine in comfort at your dining table for 6 with additional seating at the kitchen breakfast bar. For your convenience, there is a stackable washer/dryer closet located in the bedroom hallway.brbrSLEEPING ARRANGEMENTS:brYou will enjoy two very comfortable bedrooms, a king suite with an ensuite shower bathroom and another with 2 twins (can be converted to a king upon request) with a shower bathroom adjacent to it.brbrOUTDOOR LIVING…brPanoramic views of the gorgeous waters can be seen from every angle inside the home, bringing the outdoors inside in classic Keys fashion. Launch your boat in one of two ramps located in the community, and then dock your boat (up to 40 ft. in length) right behind the house for your entire stay! Grill up your fresh catch of the day on the outdoor grill! You will enjoy instant access to the water and all it has to offer - world-class fishing, snorkeling, and kayaking through the mangroves. The community pool is about 1/2 mile from the home.brbrPARKING...brThis home comes with 1 parking space. There is a designated area within the community to park a trailer. There is an overflow parking lot on premises which is first come first serve at $5.-$10/night.brbrPETS...br1 dog under 35 lbs is permitted at this home. Please include the size/breed when inquiring. 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!brbrWATER WITHOUT END…

COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$349.38

Cottage #4 - Quaint, clean, comfortable cottage just 20 miles from Key West. Cottage offers a full kitchen, large screened patio. There's room for the family with two queen bedrooms This cottage is only steps away from our pool. The dockage and seawalls are all available to our guests. A coin laundry is also available on site. Whether you come to the Florida Keys to escape the winters, or enjoy the calm waters and great fishing and diving of the summers, you will find Cudjoe Oceanside Cottage to be your Home Away From Home.

Cottage

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$410.63

SEA ESCAPEbrThis two story home with breathtaking full views of the crystalline Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community with only 10 other homes. Just steps from the house is the stunning oceanfront heated swimming pool and charming Tiki hut, or enjoy the gorgeous tropical landscape and Keys breezes from your own private hammock and manicured space. Ocean sunrise and sunsets can be viewed from every room and from two decks. WiFi-enabled, this immaculate home boasts two master suites, both with a master king bed; both have a private bathroom with private full bath, and access to the second floor balcony. Downstairs you’ll find a third full bath with a shower, a 40'' HDTV, a full sleeper sofa, dining table for six, a breakfast bar, a second balcony with lush foliage and views of the Atlantic Ocean, washer/dryer, and a fully equipped gourmet stainless steel kitchen. The ground floor offers parking for 2 cars, an entertaining space with table and chairs, and a grill. br*If you bring a pet without our consent you will Forfeit your FULL security deposit. brbr Your boat, up to 25 feet, can be kept on one of two floating docks directly behind the house. Looe Key and American Shoal Reef are visible from the house where you’ll find the most beautiful snorkeling and diving in the Keys, along with the best fishing; or catch fish right off the end of the dock. Snorkel or kayak in the mirror clear, calm waters of Cudjoe Bay a few yards from the house. Location is everything and Key West is only 17 miles in one direction and world famous fishing and snorkeling destination Marathon Island 25 miles in the other.brbrIn the immediate area, you’ll find several excellent “Keys” restaurants, a gym/wellness center, and Cudjoe Garden’s Marina, a full service marina offering boat rentals, as well as fishing, snorkel, and dive trips. The only 18-hole miniature golf course in the Keys is located five miles away. Smather’s Beach and the Dolphin Research Center, which offers dolphin encounters, are other area attractions. Spend the day at Bahia Honda State Park, voted the #1 beach in the U.S., or catch a free ferry to Little Palm Island where you can enjoy lunch or dinner at the #3 ranked best restaurant in the world, both only minutes away.brbrBeach, pool, dock, privacy, and views - in a tropical setting with quick access to all the fun that the Keys has to offer. This is the perfect home for families or couples looking for more than a vacation: a “real” Florida Keys experience! brbrbrHighlights of this casually elegant home include:brbr* Bamboo wood floorsbr* Gourmet kitchen with stainless appliances, granite countertopsbr* 3 full private bathrooms one in each bedroom, plus a full bathroom downstairs br* washer/dryer/dishwasherbr* 2 king size beds, plus full sleeper sofa in the living room. br* 2 private balconies with furniture and bistro setbr* private shaded hammockbr* 3 flat screen HD TV’s - 32” in each bedroom and 40” in living roombr* Wi Fi Internet br* Covered parking for 2 vehiclesbr* Large walk in closets br* Gas grillbr* patio furniture br* Kayaks (2), life vests, and paddlesbr* Fully stocked linens, bath, and beach towels, beach chairsbrbrbrbr

WEEKLY RENTAL Florida Keys Pool & Waterfront Vacation Rental 108

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$583.09

Open water home on the south side of Cudjoe Key, this home is that special place where you can get away from it all. Sometimes if you are lucky, you might catch a glimpse of dolphins feeding in the emerald waters. The expansive waterfront features an Oceanfront observation deck, tropical gardens, and a very private beach area that is perfect for kayaking and basking in the sun. Adjacent is the open pool, hot tub, and surrounding decks as well as the sheltered Tiki bar and entertainment area. Within the expansive home, you will find a huge open great room with a newly redesigned kitchen featuring high-end appliances and granite counters, all opening onto a full-length screened porch with spectacular open water views. For sleeping, you will find a king bed in the master suite, with a queen and two twins in the other two bedrooms. Amenities include a fully equipped kitchen, 4 TVs, CD, stereo, DVD, wireless high-speed internet access, barbecue grill, hot tub, washer/dryer, 2 kayaks with life-jackets, waterside entertainment area with a large bar, seating areas, and privacy. For boaters and fishermen, there is a boat dock on the adjacent canal and the reef and Gulf Stream are within five miles, with Gulf and backcountry access. You will find all your shopping needs within a short drive, while Key West and all its unique offerings are just 23 miles away. The Miami Airport is about a 2.5-hour drive. This is a designated nonsmoking home. Ask about our pet policies. THIS HOME IS A 28-DAY MINIMUM RENTAL PER MONROE COUNTY CODE.

Oceanfront Seclusion, Oceanfront with pool

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$560.25

Welcome to our Florida Keys Ocean Paradise, Emerald Seas!brTruly a special place to get away and relax. Enjoy the crystal-clear waters and amazing views, morning, noon and night! Emerald Seas embodies the best features of the fabulous Florida Keys. Enjoy watching sea turtles, manatees, dolphins, lobster & tropical fish right from your patio or dock. Take in a glorious sunrise or moonlit night over the water. Emerald Seas promises to take your breath away every moment with once in a lifetime ocean views.brbrEmerald Seas is a luxury ocean front 2 bedroom, 2 bathroom vacation getaway in the fabulous Florida Keys with A private 35 ft dock for your boat and amazing waterfront views. Located inside a 24-hour guard gated resort with swimming pool, hot tubs, marina, private boat ramps, tennis, basketball, pickleball, marina store and more. Please note that there is a $125.00 resort/registration fee per booking that is paid directly at the front security entrance gate upon arrival, this fee covers unlimited use of all of the above amenities for you and your guests.brEmerald Seas is approximately 40 minutes from Old Town Key West and Duval Street. Enjoy swimming in crystal clear water right from the property. All the toys are included at no charge for our guests enjoyment (use at your own risk), as our guest, you will have use of 2 Kayaks, paddle board, fishing rods, swim ladder into the sea, as well as 2 beach cruiser bicycles that you can use to bike to the pool, hot tub, tennis courts, pickleball courts, etc. The amazing coral reefs of the Florida Keys are just a short boat ride away from your dock. For boaters, we have a 35 ft boat dock on site, with fish cleaning station, bait freezer, dock lines, etc. Everything you need to bring home a fresh Florida Keys catch! After a long day of boating or fun in the sun, kick back and enjoy the gentle ocean breezes while sipping your favorite cocktail with family and friends around the cozy and inviting outdoor sofa and firepit. Come stay at Emerald Seas for your vacation of a lifetime!

Villa

Emerald Seas - Florida Keys Ocean Front Paradise!

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$720.88

Main House - You're in the tropics... listen to the waves, rest, relax or fish, and snorkel. Spacious three bedroom, two bath home, with direct ocean access, dockage, boat ramp and swimming pool. Sunrise view overlooking Cudjoe Bay. Fully furnished, linens, cable/internet. This home is on a compound, the swimming pools, dockage and property are shared with the other units on the property. The perfect spot for weddings, reunions, or large groups! Square Grouper restaurant and bar in the is down the street. Shuttle to Key West just steps from the home. Come and stay with us, you're sure to have a wonderful vacation.

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$277.33

Sea La Vie: Oceanfront Vacation Rental in Cudjoe Key, FloridabrbrLooking for the perfect oceanfront getaway in the Florida Keys brWelcome to Sea La Vie, a 3-bedroom, 3-bathroom elevated home in Cudjoe Key, offering stunning Atlantic Ocean views, modern amenities, and a relaxing atmosphere. brbrPlease note: A 30-day minimum stay is required due to local ordinances.brbrWhy Choose Sea La Vie br* Prime Location: Nestled in the serene Cudjoe Bay, steps from crystal-clear waters and endless ocean adventures.br* Spacious Layout: Features 3 bedrooms and 3 bathrooms, including a master suite with a king-size bed and en suite bathroom.br* Open-Concept Design: Bright, airy living space with ocean views and a fully equipped kitchen for easy meal prep.brbrOutdoor Highlightsbr* Screened Veranda: Perfect for morning coffee, sunset dinners, or simply enjoying the sea breeze.br* Dock Access: Swim, fish, or dock your boat (up to 40 feet with in-water docking).br* Relaxation Spaces: Lounge in the hammock, grill your fresh catch, or stargaze after a day of adventure.brbrKey Amenitiesbr* High-speed WiFi to stay connected.br* Linens and essentials provided for a hassle-free stay.br* Dedicated parking space with additional trailer parking in the large front yard.br* Fully equipped kitchen with counter seating and a cozy dining area.brbrPerfect for Extended StaysbrSea La Vie is designed for month-long rentals, making it ideal for extended vacations in the Florida Keys. Whether you’re boating, fishing, or simply unwinding, this home offers the perfect blend of comfort and adventure.brbrBook Your Stay Today!brEscape to Sea La Vie and experience oceanfront living at its finest. Secure your dates now and start planning your dream vacation!

Sea La Vie: Your Oceanfront Escape in Cudjoe Key, Florida 3BD/3BA

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$410.07

Welcome to Moana Hale Paradise at Venture Out in Cudjoe Key! This ocean-view canal-front midrise house is a perfect spot for couples or up to a family of six. The home is located near the canal entrance and protected in a 60 ft wide canal. Access to the Gulf to Mexico or the Atlantic is a breeze. Step onto the porch for breathtaking sunrise views, then head inside to discover a well-equipped kitchen that s seriously decked out - we re talking Keurig, Air Fryer, Ninja Blender, rice cooker, and more! Pull up a bar chair at the kitchen island, or kick back in the living room for some board games, or challenge others to a game of starfish and seashell tic-tac-toe. The couch also pulls out into a Queen sleeper sofa.brThe master bedroom has a Queen bed and boasts an ensuite bathroom . There is also a desk for work or makeup sessions in this bedroom.brThe guest bedroom has a Queen bed and the Guest bathroom is just a skip away.brForget packing shampoo and soap - we've got you covered!brThere are TVs in each room to satisfy all guests and family member s choices.brOutside, there's a 35' dock which can accommodate up to a 32' boat, 16' boat whips, mooring balls, tie downs, a fish cleaning station, hoses to clean your boat, and a dock ladder to help get in out of the canal after you kayak or paddleboard.brGrab one of the 4 bicycles from under the house for a park ride or a spin down the bike trail. There s a beach cart to take your supplies to the pool or fishing areas.brThe downstairs storage room also has a BBQ gas grill, a mini refrigerator for all your favorite beverages, a bait freezer, and lots of storage for your gear.brVenture Out is a golf cart friendly, private gated community that boasts a plethora of amenities to elevate your stay to the next level. Indulge in resort-style amenities, including a Marina store with fuel onsite, bait and convenience market, boat wash down station, 80-foot heated pool, Jacuzzi, large kiddie pool, salt water swimming lagoon, convenience market, post office, 2 lighted tennis courts, basketball and bocce courts.brAdventure beyond the gates for a bite to eat at some of Florida Key's favorite restaurants such as, Square Grouper, Morning Joint, The Bent Prop, Mangrove Mamas, Kiki's Sandbar or Boondocks Draft house and Miniature Golf course, all within a 10 minute drive. Or head a little further to Key West for even more fun only 20 minutes away!brWhether you re a seasoned angler eager to explore the abundant fishing grounds or simply seeking relaxation by the waters edge, our Florida Keys getaway promises an unforgettable vacation experience. Book your stay now and discover the ultimate blend of luxury, convenience, and coastal charm at our oceanfront retreat in Venture Out on Cudjoe Key.brSorry, no pets allowed at this home.br**Due to ongoing electrical upgrades within the community, some amenities may be unavailable during your stay, and there may be interruptions in electrical service during repairs. Please contact us before booking for estimated closure and repair dates.brbrLocated inside Venture Out on Cudjoe Key. A separate Registration Fee of $125 (subject to change) will be charged by Venture Out at time of arrival. This fee must be paid with cash or credit card (4% credit card fee will apply). Parking for 1 vehicle per Unit. This vehicle must fit on the driveway and not extend out to the road. The driveway measurements are 22.5' L x 12'W. If your vehicle does not fit when you arrive, you will need to see the guard gate for an additional parking pass for the overflow lot which costs $5/day. Extra parking permit may be available at the Guard Station for an additional nightly fee for a maximum of 14 days depending on availability. Must follow all the Rules and Regulations during your stay.brMain guest must be 25 years of age or older and will need to email a copy of your drivers license to the Rental Manager after booking has been accepted. The vacation rental agreement must be signed and returned within 24 hours of booking acceptance.brbrTo ensure that you are protected, as well as the owner, we offer a $55 Damage Waiver Insurance. If you chose to opt out of the Damage Waiver a refundable $1,500 Security Deposit will be collected. Main guest must email a copy of your driver's license to the Rental Manager after booking has been accepted. The vacation rental agreement must be signed and returned within 24 hours of booking acceptance. There is a 4% credit card processing fee. brbrSocial Media - br@bluescaperealestatebrYouTube Videos @bluescapevacationsbrbrBook your stay today and experience the beauty of waterfront living!

Moana Hale Paradise #164 at Venture Out in Cudjoe Key

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$286.09

This ground-level home is perfect for a wonderful Keys getaway in an area with some of the best boating in the Keys. Through the front door, there is a large kitchen, a dining area, and a living room with a large TV and a queen sleeper sofa. Off the living area is a hallway with two bedrooms. The master has a King bed and an en suite bathroom. The second bedroom has a Queen bed. A large outdoor area overlooks the beautiful canal where you can enjoy evenings after a fun-filled day on the boat grilling your catch. There is also a bonus room with a sleeper sofa that has its own entrance. Amenities include two TVs,, a barbecue grill, a washer/dryer, central A/C, and ceiling fans in each room. From the dock, there is excellent access to the Atlantic Ocean and Looe Key or the back-country and Gulf for fishing, diving, and kayaking. Just a short drive away you will find groceries, fuel, banks, restaurants, a marina, and more. Key West is a thirty-minute drive away and offers a unique history, exceptional dining, and great shopping. The Miami Airport is about a 3-hour drive. This is a non-smoking home. Ask about our pet policies. THIS HOME IS A 28-DAY MINIMUM RENTAL PER MONROE COUNTY CODE.

Slice of Paradise

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$248.63

brThe community charges a security/registration fee upon arrival to the renter. The fee will be $116.28 plus $8.72 in tax. This fee is not included in your reservation. Also, there are fees for more than one car or trailer storage. The overflow parking is a first come , first served basis.brbrThese fees are not included in the price of the home. This 2 bedroom, one bath is located in Venture Out on Cudjoe Key, FL. Featuring 35 feet of dock space on a clean canal. 23 miles outside of Key West!. Venture Out is a gated community that features a community pool, hot tub, tennis courts, basketball court, boat ramp and much more. This unit has been recently updated with paint, decor and much more. There is a dishwasher, grill, TV and free wifi. The unit includes a 2 person Kayak and Paddle board at no extra charge. Holiday and seasonal rates may differ. Please contact me for rates. Lot 439.

Mobile Home

Relaxing and Inviting home in gated community

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$329.96

You put the LIME IN THE COCONUT and add a little fun! Great times to be had in this very nice 3 bedroom 2 bath custom home located on the ocean side of Cudjoe Key. The home is beautifully decorated with deep colors and teak floors, giving a very tropical feel. The kitchen is modern and has everything for your cooking needs, including a built-in eating bar. The living room is comfortable with premium leather seating and features a large flat-screen TV. The master bedroom has a king bed, the second bedroom features a queen bed and the third has a pair of full-sized beds. From the living room, there is access to the huge deck/porch area for relaxing in the sun or shade. Amenities include 2 TVs, central A/C, wireless Internet, gas barbecue and anything else you may need. Outside there is a full-length concrete dock with excellent boating access to the Atlantic and coral reefs for snorkeling and diving or Gulfstream for fishing. You might choose the backcountry and Gulf for fishing or exploring as an option. There is also a large open backyard area with tropical plantings. The world-class beach at Bahia Honda State Park is about 20 minutes north by auto. Nearby you will find groceries, fuel, marinas, boat rentals, post office banks, restaurants, and much more. Unique Key West and all it offers is 23 miles south. The international airport in Miami is about a 3-hour drive. THIS HOME IS A 28-DAY MINIMUM RENTAL PER MONROE COUNTY CODE.

Lime in the coconut

Cudjoe Key, Florida, United States

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Venture Out a real nice and secure gated community with a pool , hot tub Pickleball courts , tennis courts , marina with easy access to the Atlantic or Gulf Oceans only 23 miles to downtown Key West .

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8

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Select Dates for Price

Mobile Home

One bedroom One bathroom sleeps 4

Cudjoe Key, Florida, United States

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Bath

Sleeps

$352.46

Escape completely in this open and airy 3 bedroom 2 bath oceanfront pool home. Situated on the northern shore of Sarcarma Bay on Cudjoe Key, this home offers tropical living and real southern exposure. The living area, the modern kitchen, and the master suite all open onto a full-length screened and covered porch overlooking the water. The house is fully equipped for your every need, and there are 2 king beds and 2 twin beds for your convenience. Two large-screen smart TVs, broadband internet, and barbecue grill, and a downstairs weight room with boxing bags are just a few of the extras. For the boater or fisherman, there is excellent access from the wood pier/dock to the coral reefs of the Atlantic, the backcountry, and the Gulf. The world-class diving and snorkeling at Looe Key Reef National Marine Sanctuary is just offshore. There are also 4 Canoes and bikes for your use. To the north by auto, the beautiful beach at Bahia Honda State Park is within a 20-minute drive. Nearby you will find most needed items with groceries, fuel, banks, post office, and many other stores. Key West with its history, unique shopping, and fine dining/nightlife is 23 miles to the south. The Miami International Airport is about 3 hours away. This is a designated NON-SMOKING home. Ask about our pet policies. THIS HOME IS A 28-DAY MINIMUM RENTAL PER MONROE COUNTY CODE. br

Spectacular Sunsets, 3 bed, 2 bath with pool

Cudjoe Key, Florida, United States

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Bath

Sleeps

$269.75

1 bedroom 1 bath plus sofa bed with Oceanfront wide canal open water Access! Close to the Marina & Pool! brpickleball.tennis and game roombrCoastal Retreat'' is so beautifully designed with all new furniture and br Features a 38' seawall (split 29' + 9' Seawall) with New HEAVY DUTY DOCK POSTS AND CLEATS, conveniently located on a 60' wide canal brRESORT FEE OF $125**DUE UPON ARRIVAL CASH OR CREDIT CARD ONLY PAID DIRECTLY TO VENTURE OUT br. This wonderful resort features a cozy bedroom with a queen bed, and pull out sofa bed in the living room 2 tvs perfect for your tropical vacation br

Hotel Resort

Escape to an oceanfront Home with Boat Dock + pickleball, Pool and more!

Cudjoe Key, Florida, United States

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Bath

Sleeps

$556.5

ALL NEW RENOVATIONS COMPLETED JUST FOR YOU!brA perfect oasis with beautiful views all day, every day. Come enjoy your time with your choice of a tranquil pool, relaxing hot tub, or a refreshing dip in the Atlantic. A short drive to Key West means you are close to all the action but far enough away to enjoy your own private piece of paradise. Fill your days with everything from fishing to tennis and your nights with beautiful sunsets and long-lasting memories. The Keys are calling, are you ready to answer brbrMagnificent newly renovated 2 bedroom 2 bathroom cottage with 35 ft of seawall in Cudjoe Key. Located in the lower Florida Keys at MM#23 only 20 minutes to Key West. Our cottage is in the gated community of Venture Out.brbr*Sleeps up to 6:brMaster bedroom with king bed and en-suite br2nd bedroom with queen bedbr*Living room with queen sleeper sofabr*2 full Bathrooms. One with shower/tub combination, the other with showerbr*Living room with 55 flat screen LED TV and DVD Player.br*Central A/C & Heatbr*New kitchen appliance package in stainless steelbr*New tinted windows & sliding doorsbr*Fully equipped kitchen with stove/oven, refrigerator/ freezer with ice maker, toaster oven, microwave, dishwasher, blender and pantrybr*Both Keurig and 12 cup Mr. Coffee makerbr*Seating for sixbr*New extra large washer & dryerbr* New outdoor propane grillbr*35-foot concrete seawall with swim ladder and fish filet station.br*Covered porch with table and chairs overlooking the canalbr*BRAND NEW BICYCLES FOR 4!br* 2 Brand New two-seater kayaks! Universal life vests includedbr*HIGH SPEED Wi-Fibr* Keyless entry so you have no worries about losing keys!br*All new furniture and the comforts of homebr**VENTURE OUT AMENITIES SUCH AS:brHeated Pool, Hot Tub, Basketball Courts, Pickleball Courts, Marina with fuel, 2 Boat Ramps, Private Convenience Store, Children's Pool, Bath Houses, Laundry Facilities, Fish Cleaning Station, Horseshoes, Ping Pong, Children's Play Area, Bocce Ball, 24 Hour Gated Security, Salt Water Swimming Area, Recreation Hall with Free WIFI, Library, Pool Tables, Table Tennis, and Board Games. Sunday church services. Weekly activities for everyone in the community to enjoy! br*One car is allowed to park in the driveway.for free.br**Overflow parking for 1 extra car, 1 boat trailer for an additional fee for 14 days max. OVERFLOW PARKING IS ON A FIRST COME FIRST SERVED BASIS & IS NOT GUARANTEED. br*Maximum occupancy 6 guests - strictly enforced. br***ONE TIME ENTRANCE FEE $125. PAID UPON ARRIVAL AT GUARD BOOTH. (credit cards or cash accepted).br*ALWAYS SMOKE AND PET FREE br

WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

Cudjoe Key, Florida, United States

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Bath