Vacation Rentals By Owner In Cudjoe Key, FL

Welcome to Unit 28 at Venture Out, your cozy coastal retreat tucked inside the sought-after gated community on Cudjoe Key, FL. This charming two-bedroom, one-bath vacation rental is ideal for families or small groups seeking sunshine, serenity, and a taste of the Keys lifestyle. Step inside and feel right at home in a thoughtfully furnished space designed with comfort in mind. The primary bedroom features a queen bed, while the second bedroom offers a fun and functional twin bunk bed—perfect for kids or extra guests. The bathroom includes a large tiled walk-in shower, providing a comfortable and convenient space to refresh after a day of island adventures. The living area invites you to kick back and relax, complete with a full-sized couch and two cozy recliners—perfect for movie nights or quiet afternoons. A fully stocked kitchen and dining area with seating for four make it easy to prepare and enjoy home-cooked meals after a day of exploring. There is a Mr. Coffee and Keurig coffee maker at this home for you to enjoy your favorite brew. Outside, you'll find a private patio outfitted with outdoor furniture and a gas grill, creating a great spot for evening cookouts and laid-back conversations. Just a short stroll to the community pool, this home offers both privacy and convenience. Additional amenities include an in-unit washer and dryer, free Wi-Fi, and access to all the fantastic features of the Venture Out community. Whether you're here to explore the turquoise waters, fish the backcountry, or simply soak up the sun, Unit 28 is your perfect Keys hideaway.brThis is a pet friendly home that allows up to 2 dogs with a $250 pet fee per pet. Rental manager must be notified at time of booking.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 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 Keys favorite restaurants such as, Square Grouper, Morning Joint, The Bent Prop, Mangrove Mamas, Kikis 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! Whether 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.brLocated 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 19'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. Main 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. There is a 4% credit card processing fee.

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$378.41

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

$365.63

Dock your boat behind the house and enjoy open water view. Located in Cudjoe Key, this newly renovated house offers 2 bedrooms - one with a king bed, full bed, and twin bed. The property also features 2 full bathrooms and an outdoor shower. In addition, there is an extra living space with a cozy murphy bed. Our home is perfect for your family get away or a couples retreat. Home comes with 2 kayaks and 2 bikes. The gated community offers pool, beach area, hot tub, pickle ball, playground area, basketball and a recreation room.brTHERE IS A $125 RESORT FEE DUE AT THE GATE UPON ENTRY.

35' dock completely remodeled Home

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$286.88

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

$600.15

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 ramp, 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, community pool, hot tub, tennis courts, pickleball courts, and community boat ramp. 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

4

Sleeps

$585.17

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

$391.56

Welcome to Moana Hale Paradise #164 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 are 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 bait freezer, and lots of storage for your gear. Please note: the bait freezer will need to be plugged in upon arrival.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.brLocated 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.brTo 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. brSocial Media - br@bluescaperealestatebrYouTube Videos @bluescapevacationsbrBook 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

$489.0

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

$518.81

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 29 night 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!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.

Sea La Vie - Your Oceanfront Escape - 3BD/3Bath - Cudjoe Key

Cudjoe Key, Florida, United States

3

Bed

3

Bath

Sleeps

$332.04

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

Bed

Bath

Sleeps

$254.3

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

4

Sleeps

$288.17

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

$457.32

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 brThere are 2 outdoor cameras. 1 facing the driveway and 1 facing the dock.

SAVE BIG $$$ JUNE!! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$151.91

Enjoy breathtaking open-water views from this spacious waterfront RV lot in the desirable Venture Out community of the Lower Florida Keys. This oversized 35' x 69' RV lot features a 35-foot seawall that can comfortably accommodate boats up to 32 feet, making it ideal for boating, fishing, and enjoying the Keys lifestyle.brThe lot is enhanced with mature palm trees, a concrete driveway, and a concrete patio, creating a clean and functional outdoor space. Two concrete picnic tables provide ample room for outdoor dining, while a concrete bench on the dock offers the perfect place to relax and take in the stunning open-water views. Dock amenities include cleats for tying up a boat and a swim ladder for easy water access. A storage box is also included for added convenience.brThis is RV Lot 105 and is offered as an RV lot only. No RV is provided. No WiFi or cable is included. The lot is equipped with 110/50/30 amp electrical hookups and is ready for your RV setup. Please note: stays at this RV lot are limited to a maximum of two consecutive weeks per reservation.brIdeal for RV owners and boaters seeking a waterfront Keys location with direct water access and incredible views.brThe lot is situated within the gated community of Venture Out, which offers a wide array of amenities to enhance your stay. These include a heated pool and jacuzzi, tennis and pickleball courts, playgrounds, and a community boat ramp. There is also an on-site store for your convenience. brNearby restaurants and bars include Square Grouper Bar & Grill & My New Joint to enjoy some exquisite meals and craft cocktails, Broil Steakhouse is well known for their amazing steaks and service, Boondocks Grille & Draft House is a fun, family friendly huge tiki bar and restaurant with miniature golf, Looe Key Bar has live music nightly and The Bent Prop you can dine on the water! Close by is Murray's Market and Winn-Dixie for your grocery needs. Explore all the Lower Florida Keys has to offer! **No cable or WIFI service is provided at this site** Please note that a Registration/Check-In Fee of $125 (subject to change) will be charged by Venture Out Security upon arrival. Additionally, parking is available for only one vehicle per unit, and extra parking permits may be obtained from the Guard Station for a nominal nightly fee, subject to availability. It is important to adhere to all Rules and Regulations during your stay. Applicable county and state taxes are collected regardless of the booking platform. Renters must be 25 years or older, and overnight occupancy is limited to a maximum of 6 people, all of whom must be registered with the Rental Manager. Furthermore, up to 2 dogs are permitted per Venture Out Regulations. Check-in time is at 4pm, and check-out time is at 10am unless alternative arrangements have been made with the Property Manager prior to arrival. To safeguard both guests and the property owner, a refundable $150 Security Deposit is required at the time of booking. There is a 4% credit card processing fee. Immerse yourself in the laid-back charm of Cudjoe Key and make the most of your vacation by securing this inviting RV Lot. The main guest of the reservation will be required to submit a copy of your driver's license to the Rental Manager for our records. The Rental Agreement is required to be signed within 24 hours from time of booking. All reservations are subject to final approval from the local Rental Manager.

Caravan Park/Campsite

Waterfront RV Lot w/Open Water Views, 35' Seawall, Boat Up to 32', 110/50/30 Amp Hookups

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$354.54

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

3

Bed

Bath

Sleeps

$160.48

Welcome to your slice of paradise! This exceptional RV lot is perfectly situated near the end of a peaceful canal—just two lots from open water—offering breathtaking views and unbeatable access to the ocean. Whether you're a weekend warrior or a full-time adventurer, this property is your gateway to the ultimate Florida Keys lifestyle.brSpanning approximately 63' x 40' x 60' x 20', this spacious lot features a solid concrete pad ready for your RV, along with plenty of room for outdoor living and entertaining. The lot includes a 35-foot seawall that can accommodate up to a 32-foot boat—ideal for boating enthusiasts looking to launch straight into adventure. The private dock comes equipped with a fish cleaning station, perfect for preparing your fresh catch of the day. Open water views from the lot provide the perfect backdrop for relaxing evenings or early morning coffee. For added convenience, there is a handy storage shed for your gear, tools, or outdoor essentials, along with removable front steps with a railing for easy RV access. With water and sewer hookups, as well as 50 or 30 amp service, this lot is designed to accommodate your every need. brThis is more than just a lot—it's a lifestyle. Whether you're casting lines, cruising the Keys, or simply soaking up the sun, this property puts it all within reach.br **No cable or WIFI service is provided at this site** This is for an RV lot only. There is no RV on this lot.br Venture 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. Adventure beyond the gates for a bite to eat at some of Florida Keys 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! Whether 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. Located 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 property. This vehicle and your RV must fit on the driveway and not extend out to the road. 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. Main 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. There is a 4% credit card processing fee. **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. Social Media - @bluescaperealestate YouTube Videos @bluescapevacations Book your stay today and experience the beauty of waterfront living!

Caravan Park/Campsite

Waterfront RV Lot Just 2 Spots from Open Water with 35' Seawall—Fish, Boat & Relax in Paradise!

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$319.9

Tropical Island Oasis!brTropical Breezes Across from the Marina!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 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. Magnificent newly renovated 2 bedroom 1 bathroom cottage in Cudjoe Key. Amenities include washer, dryer, window a/c, microwave, outdoor patio furniture, Wifi and cable TV.brSleeps up to 6. brComplimentary 4 bicycles and 2 kayaks. Must sign waiver form to sign out kayaks and arrange to pick up key at Waterfront Keys Office during regular business hours. brSECURITY DEPOSIT REQUIRED, NO SMOKING, FREE WIFI IN REC HALL,brOVERFLOW PARKING IS NOT GUARANTEED. IT IS A FIRST COME, FIRST SERVE LOT AND CANNOT BE RESERVED AHEAD OF TIME.brVO REGISTRATION FEE $113.00- **EFF 71-23 new fee is $125**DUE UPON ARRIVAL CASH OR CREDIT CARD ONLY PAID DIRECTLY TO VENTURE OUT WHEN YOU ARRIVE.br*****VEHICLE MAY NOT HANG INTO STREET- GUEST MUST VERIFY PRIOR TO RESERVING*****

Cottage

FL Keys Cottage with Ocean Views - Venture Out Unit 395

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$481.87

Wonderful, oceanfront, two bedroom, two bath, bungalow home is just ten feet from the open water views. Located on the open water, with a 52' concrete dock/seawall complete with dock posts, swim ladder. Beautiful views of the open water from the living room, dining room and kitchen.- perfect location for your boat or you can rent one nearby.This is a fully furnished 2 bedroom/2 bath stilt home with parking and covered living space below. The master bedroom has a king sized bed, the second bedroom has a queen bed, gorgeous ocean views, second-floor deck, direct access to the Atlantic and the Gulf. Central A/C and heat, overhead ceiling fans, full kitchen with microwave, full sized washer/dryer, 42' high def flat screened TV, Wi-Fi, cable,ceiling fans, linens, dishes, glasses and wine glasses etc Recreation center with darts, and ping pong. Post Office and a Library 24 Hour Gated Security. Gated private community with 80 foot heated shared pool, large kiddie pool, salt water swimming area, marina, convenience market, small post office, 2 lighted tennis court, basketball, bocce courts, ping pong, and two large boat ramps, marina, ship's store. Our very cute little low key fishing community is friendly and has little houses as well as some campers. brLocated just 15 minutes to either Key West to the west or Bahia Honda State Park (voted one of the top 10 beaches in the U.S.) to the east, a water-lover's dream. This 69 acre resort was created to put the ocean at your back door. Amenities: Central Air Conditioning/Heating, 42'HD TV, Full Kitchen, Microwave, Dishwasher, Refrigerator, Ice Maker, Cooking utensils, Linens provided, Washer, Dryer and Gas Grill (BBQ) Community - 80 foot heated pool, 2 lighted tennis courts, bocce courts, basketball, ping pong, full service marina, boat ramps, salt water swimming area, small playground. Activities: Swimming, boating, skiing, sailing, biking, fishing, tennis, bocci, ping pong, basketball, scuba diving, parasailing, airplane rides, golf in Key West, snorkeling Looe Key. Area: We are located on accessible deep water boating channels to both the beautiful back country (bayside)as well as a quick ten-minute run to the open Atlantic (oceanside) and it's Coral Reefs. Looe Key National Marine Sanctuary is a nearby must for snorkeling and diving in the crystal blue Atlantic. On the gulf side, Cudjoe Key offers the Great White Heron National Wildlife Refuge...A kayak or small boaters paradise.brFor Divers and Fisherman: The retired 523 foot WWII U.S. missile tracking ship Gen. Hoyt S. Vandenberg that once tracked space launches off Cape Canaveral, and also monitored Soviet missile launches during the Cold War, has been intentionally sunkoff Key West in late May to become an artificial reef in the Florida Keys National Marine Sanctuary. Trip Interruption/Cancellation Insurance is paramount to protect yourselves from all manner of life's situations including hurricanes, death, loss of job, illness etc etc. Make absolutely sure you take it out. Venture Out charges a fee of $125.00 due at check in, payable to Venture Out, this is for use of the amenities. Parking for one car, one golf cart and one motorcycle, additional vehicles will park in overflow parking. If you are bringing a boat, we have trailer storage for you just down the street. Please let me know.

Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$121.56

Welcome to this remarkable and generously spacious RV Lot nestled within the beautiful community of Venture Out on Cudjoe Key. This meticulously maintained 35' by 69' lot offers a concrete pad for parking, providing ample space for an oversized RV. Equipped with water and sewer hookups, as well as a 50 amp plug-in, this lot ensures a comfortable and convenient stay for all guests.brVenture Out is an idyllic community overlooking the ocean, boasting an 80-foot communal pool, tennis courts, a recreation center, a convenient store with a boat fueling station, boat ramp, basketball court, laundry facilities, and more. Within walking distance, you'll have access to a plethora of wonderful amenities to enhance your vacation experience.brbrPlease note that a Registration/Check-In Fee of $125 (subject to change) will be charged by Venture Out upon arrival. Additionally, parking is provided for one vehicle per unit, with the possibility of obtaining an extra parking permit at the Guard Station for an additional nightly fee, subject to availability and a maximum stay of 14 days. It is essential to adhere to all the community's Rules and Regulations during your stay to ensure a harmonious experience for all residents and guests. To comply with county and state regulations, proper taxes are collected regardless of the booking platform used. Renters must be 25 years or older, and overnight occupancy is limited to a maximum of 6 people, all of whom must be registered with the Rental Manager and Venture Out. Venture Out Regulations allow for up to 2 dogs per lot, providing the perfect opportunity to bring your furry companions along for the adventure.brCheck-in time is at 4pm, and check-out time is at 10am unless alternative arrangements have been made with the Rental Manager prior to arrival. To safeguard both guests and the property owner, a refundable $150 Security Deposit is required at the time of booking. A 4% credit card processing fee will be applied if paying with a credit card. Immerse yourself in the laid-back charm of Cudjoe Key and make the most of your vacation by securing this inviting RV Lot. brThe main guest of the reservation will be required to submit a copy of your driver's license to the Rental Manager. brThe Rental Agreement is required to be signed within 24 hours from time of booking. All reservations are subject to final approval from the local Rental Manager.

Mobile Home

RV Lot Venture Out, 35x69' Accommodates Large/Oversized RVs

Cudjoe Key, Florida, United States

Bath