Vacation Rentals By Owner In Cudjoe Key, FL

Oceanfront Home, Pool Access/50 Ft Dock Fresh & Fabulous best describes this island listing . This fantastic Ocean home is in a Island resort community that is one the most unique places in the world. The stylish 2 Bedrooms, King or 2 Twins & living area will make your stay in Paradise one to remember. Deep water dock so in minutes you can visit tropical islands by boat or kayak . Enjoy the two Pools/ Resort amenities or just BBQ & fish off your dock. Resort one time fee $125

Venture Out Million Dollar Ocean View

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$384.8

Sparkling clean and bright 2Bd/2Ba vacation home in Venture Out Residential Condominium! Is located on a 60' wide canal, our Dock is 35 feet. Our amenities include fish clean table, cleats, bumpers and patio table with 4 chairs. Two fabulous porches for outdoor enjoyment over looking the water and front yard. What's best is you are able to walk to all the amenities such as the pool, please be aware that the pool can be closed for regular or emergency maintenance at ****no advanced notice ****, hot tub, marina, store, rec hall, tennis and more! *****Not suitable for infants and young children as home is not child proof and located directly on the water****Interior shows fresh and clean with white interior and tropical blue /teal accent walls. Living room features a pullout queen sleeper sofa with 60 Smart TV and WiFi! Dining room offers a beautiful wood top table that seats 6 plus a breakfast bar that seats 2. Kitchen is open to the main living room and offers ample kitchen preparation space with center island. Master bedroom features a queen bed ( new mattress)with private full bathroom and a 32 Smart TV with water views and access to the porch. Guest bedroom features and full size bed (new Sealy memory foam mattress)with access to the porch and hallway bathroom access. Additional amenities include wireless internet, 3 Split A/C units, dishwasher, stack washer/dryer, tile floor, kitchen ceiling fan, BBQ grill, 2 porches.br****1 car allowed to be parked at property, additional parking for cars, boat trailers available on a ******first come, first served******for a minimal fee ($5.00 -$25/night, subject to change). On high season, I strong suggest to call a local boat trailer storage, just ask me, will send you a list of businesses near by. br****Upon check in at the gate, there is a one time registration fee of $125.00 ( per unit, credit cards payments have a 3.99% fee added) collected by gate attendant, cash payment has no added fee******* br**** 2 Boat ramps located a few steps from our unit, there you have convenient store with plenty of beer, water, ice, wine etc..... a bait and tackle shop******

Cottage

35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool

CUDJOE KEY, Florida, United States

Bed

Bath

Sleeps

$340.45

Mile Marker Mahi 2Bd/2Babr35' Boat Dockage Open Water ViewsbrbrA sun seeker's haven, and a fisherman's paradise, this quaint ocean cottage is in a great location in the gated Venture Out Community of Cudjoe Key with quick and easy access to open water (both Gulf and Ocean sides). We're on a wide, deep water canal with a 35' dock, an open water seascape, and panoramic views of the sunrise and sunset. brbrThe house is a charming and relaxing space. The kitchen comes fully stocked. There are flat screen TVs throughout with access to YouTube TV and high speed Xfinity WiFi. There are two queen beds as well as a double pull-out sleeper sofa, fitting up to 6 guests (it will be a tight squeeze with more than 4 people, but it is doable). brbrOn the dock, you'll find a fishing rod holder, a guest dock box for your fishing/boating supplies, a bait freezer, and a cleaning station. Two Adirondack chairs are the perfect location to catch some rays. There are also four bikes for your use (to the pool, store, or leisurely ride around the community). brbrPlease note that there is an entry fee for our gated community that you will have to pay upon check in. This gives you FULL access to the park. The park includes: 24 hour security, an Olympic-sized heated pool (and kiddie pool), hot tub, tennis/pickleball/bocce ball/shuffle board/basketball courts, golf putting area, children's playground, and a Rec building equipped with a pool table, darts, library and post-office. The marina has two boat ramps (there is no charge for launching your boat at VO), a pressure washer, fuel, convenience store, ATM and fish cleaning station. brbrPlease note: It's our property manager's policy to supply only two rolls of toilet paper and some small hotel size soaps upon your arrival. As far as paper towels, extra toilet paper, dishwashing soap, hand soap, etc, etc., you will have to supply that yourself. We highly suggest you have those items on hand before your arrival. The Marina Store is within walking/biking distance from the house and stocks some necessities, such as basic food items, toiletries, soft drinks, beer, and wine—but has limited hours and may not be open when you arrive.brVO REGISTRATION FEE effective jluy 1, 2023 of $125.00 DUE UPON ARRIVAL CASH OR CC ONLY. PAID DIRECTLY TO VENTURE OUT WHEN YOU ARRIVE.br****VEHICLE MAY NOT HANG INTO STREET- GUEST MUST VERIFY PRIOR TO RESERVING****brOVERFLOW PARKING IS NOT GUARANTEED. IT IS A FIRST COME, FIRST SERVE LOT AND CANNOT BE RESERVED AHEAD OF TIME.

Cottage

Mile Marker Mahi - Venture Out #465

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$432.88

Sea Cow Key Cottage - VO585brOpen Water Views! 2Bd/2Babr26' + 9' Dockage on Wide Lagoon!brbrOPEN WATER and DEEP WATER ACCESS comes with this immaculate 2 bedroom and 2 bath home, fabulous views, great porch to relax on and enjoy the views, big kitchen to entertain in. Master bedroom features a king size bed, closet storage with TV and private full bath. Guest bedroom features a king size bed, closet storage with full bath access. brPlease visit our Facebook group by searching “Sea Cow Key Cottage” on Facebook.brSECURITY DEPOSIT REQUIRED, NO SMOKING, NO PETSbr7 DAY MINIMUM LOBSTER SEASON, 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.brbrVO REGISTRATION FEE $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****

Sea Cow Key Cottage - Venture Out Unit 585

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$444.38

3 Nite Minimum Stay! **5 day minimum for Lobster Fest, July 25-Aug. 13. **brSUPER beautiful canal front home with open water views from your spacious covered open-air porch. brLocated in the Gated Community of Venture Out. 19 minutes to Key West.brbrThis 2 bedroom , 2 full bath, upscale stilt home includes a covered deck for outdoor dining and entertaining with water views. 35' custom-tiled concrete seawall for docking your boat or water toys and a brand new fish table with water spigot. Downstairs features access to a secure storage room, 2 large kayaks, bait freezer and outdoor sitting area and gas grill with beautiful canal views. Beautiful kitchen with stainless appliances, Corian countertops and lots of cabinets for all your storage needs. Full sized stacked washer and dryer. Open floor plan w/dedicated dining area, large living room, tile floors, recessed lighting throughout. Spacious master-suite with both guest and master bath offering tiled shower surround glass doors with lots of storage. Nicely appointed guest bedroom and bathroom. brOur home will accomodate 6 guests comfortably. Master and guest rooms with Queen-sized beds. Living room appointed with full sized Sofa fold down sleeper bed by Sealy ( much more comfortable than a sofa bed ) and comes with a fully equipped kitchen with a dishwasher, stainless steel stove with a double oven! Large Refrigerator and freezer equipped with an ice maker, microwave, blender, toaster, and coffee maker. Service for 12 with all eating utensils along with baking and cookware. No pets please.brJust bring your swimsuit, sunscreen and boat and get ready to enjoy the beautiful water and activities in the Florida Keys!brNo cable TV but free WiFi. brCheck-in at 4pm.brCheck out at 11am.brNOTE Must Read! Venture Out Resort charges a one-time entrance fee of $116.28 plus tax ( a total of $125 ) paid at the gate when you arrive, which covers everyone in your party. This fee gives you unlimited use of the Resort's amenities including the 80 foot heated swimming pool. Please be aware that there is a credit card fee at the gate.br**If you arrive with more than 6 people which is the maximum allowed in the rental unit, you will not be permitted in the park and no refund will be given.**br**EFFECTIVE 04/16/2021- ONLY 50 PARKING SPACES AVAILBLE FOR OVERFLOW - EXTRA PARKING SPOTS ARE NOT GUARANTEED BY VENTURE OUT If you need Overflow Parking when you arrive: $10 under 20 ft. or $15 for 20 ft. or over per night.brVenture Out Resort has been a popular destination among vacationers. The amenities include: 24 hour security, Lighted tennis courts, Olympic-sized heated pool, kiddie pool, spa Jacuzzi, ping pong, bocce ball courts, shuffleboard courts, lighted basketball court, children's playground, pool table, darts, Marina complete with 2 ramps, gas, store, ATM and fish cleaning station, boat trailer parking onsite, open water picnic areas, ocean front tiki hut, lending library, post office - and MORE - ALL IN A GATED COMMUNITY with a mixture of RV sites and manufactured homes where you can feel safe and secure. brbrHost is not liable or held responsible as some park amenities may not always be available due to repairs, maintenance, closures or utility outages. brbr

Canal front home @ Venture Out Resort in the Florida Keys!

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$168.39

Welcome to your recreational slice of paradise in the Florida Keys. Nestled in the vibrant community of Cudjoe Key's Venture Out is an RV lot offering the epitome of coastal living. Boasting 60 feet of concrete dockage for your watercraft, this oversized lot (69'x35x83') also provides ample space with water and sewer hookups, as well as 50 or 30 amp service for your recreational vehicle. Imagine waking up to the gentle sway of palm trees and stepping outside your RV to soak up the warm Florida sun on your expansive lot, perfect for outdoor gatherings and entertaining guests. Venture Out gated community offers an array of amenities to enhance your lifestyle, including tennis courts for friendly matches, playgrounds for the little ones, and a heated pool and jacuzzi for year-round relaxation. Launch your boat effortlessly from the community's boat ramp, and stock up on essentials at the on-site store for all your adventures on the water.brLocated in Cudjoe Key, this RV lot offers more than just a waterfront haven— Indulge in delectable dining experiences at Square Grouper Restaurant, My New Joint Cocktail Lounge, and the cozy ambiance of Morning Joint Coffee all just a short drive away. Explore the local favorites nearby, including the savory offerings of the Bent Prop, laid-back atmosphere of Tonio's seafood shack and Tiki Bar, and family-friendly fun at Boondock's Mini Golf and Draft House. Whether you're seeking tranquility by the water's edge, thrilling aquatic adventures, or mingling with the locals at favored hot spots, this RV lot has everything you've been searching for to ensure your best Florida Keys adventures.br**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 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. Check-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. The main guest of the reservation will be required to submit a copy of your driver's license to rentals@bluescaperealestate.com 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

Canal Front RV Lot 447 Venture Out, Oversized RV Lot with 60ft of Dockage!

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$409.46

Need a “LATITUDE ADJUSTMENT” Unit #598 is a spotless 2 BR, 2 BA stilt home on a 60' wide canal in Venture Out at MM23, on Cudjoe Key awaits your arrival.brKey Features:br*Spacious Bedrooms: Two cozy bedrooms designed for comfort, ensuring restful nights after your adventures.brThere is a Queen size bed in the primary bedroom and a Queen size bed in the guest bedroom.brThere is also a Queen size sleeper sofa bed in the living room for additional sleeping options.br*There are Smart TVs in both bedrooms and the living room. Wi-Fi and cable are provided.br*Two full Bathrooms, one is located in the primary bedroom, both have standup showers.br*Outdoor Oasis: Enjoy the expansive 35-foot concrete seawall with dock posts, cleats, and a swim ladder. The seawall can accommodate up to a 32' boat—ideal for fishing, sunbathing, or simply enjoying the gentle ocean breeze. Your boat must fit, tip to tip with the motor up, within the 35' of seawall. Stunning canal views in two directions from the covered patio, with a view of the ocean to the northeast. There is a lower level fridge and freezer for your bait and fresh catch, and you will have use of a lockable storeroom under the home, for your dive and fishing gear, or personal items such as suitcases and beach paraphernalia.br*Fish Cleaning Station: For the anglers among you, the dedicated fish cleaning station makes it easy to prepare your catch of the day.br*If fishing isn't in your plans for the day, and lounging and reading a book is more to your liking, there are 2 lounge chairs by the seawall.br*Open Kitchen & Dining: The fully equipped kitchen opens to a welcoming dining area that comfortably seats up to 4 at the table and 2 more at the bar, perfect for family meals or entertaining friends. There is a Black & Decker Drip coffee maker at this home for you to enjoy your favorite brew.br*Laundry Facilities: A full size washer and dryer are available within the home, so you can pack light and keep your clothes fresh throughout your stay.br*There are 4 adult bikes for your use.br*The upper deck has outdoor seating for 4-6 and under the house there's a patio set for 6 people.br*A gas grill is provided on the lower patio area facing the canal.br*Sleeps 6 with a queen bed in the primary bedroom, a queen bed in the Guest bedroom, and a queen sleeper sofa in the living room.brDon't pay those crazy Key West hotel rates when you can have much more space and privacy in your own home for less money. This is a great getaway home for couples or families. You may be wondering why these rates are much lower than others during September, October, and Nov. These months are our slowest season and we want this home rented. Please compare, and then take advantage of these great rental rates during the fall.brOther fees not included in the base rental rate are:brVenture Out entrance fee paid upon arrival at the gate: $125. This must be paid by cash or credit card (credit card processing fee applies).brMonroe County and FL state tax: 12.5%brBluescape Vacation Rentals Booking fee: $75brDamage fee waiver: $55.00brCleaning fee:150.00brPlease no smoking in the home and no pets. We speak French and English.brWe would like all potential guests to be aware that this home is located in a private and individually owned residential condominium and NOT A RESORT, therefore we ask that all guests treat this community as such. VRBO seems to have verbiage that says this is a resort but this is not accurate.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 all of the amenities here, 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, 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! Nearby you have Bahia Honda State Park or tour the Civil War fort at Ft. Zachery Taylor Park in Key West. There's amazing snorkeling on Looe Key. You may take a tour from just a couple of islands away.brWhether you're a seasoned angler eager to explore the abundant fishing grounds or simply seeking relaxation by the water's 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. Parking for 1 vehicle per Unit. This vehicle must fit on the driveway and not extend out to the road. The driveway measurements are 25'L x 11'W x 7'5H. 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.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 @bluescapevacations

Latitude Adjustment #598, Canal front-Ocean Views

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$105.72

Discover the ideal RV getaway on this spacious 60x20x62x40 lot in a premier oceanfront community in the Florida Keys. With a full concrete pad, tropical privacy on both sides, and a prime location just steps from the waterfront, pool, and store, this lot offers the perfect mix of comfort, convenience, and island vibes. Extras like a 6-foot ladder for rooftop access, two bicycles for exploring, and a bistro table with folding chairs for outdoor dining make your stay even more enjoyable. Whether you're here to relax or explore, this is the perfect spot to settle in and soak up paradise. Water, sewer, and 110/30/50 amp electrical hookups are available. This listing is for an RV site only—no RV is provided.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. While some amenities may be temporarily unavailable due to ongoing electrical upgrades within the community, we encourage guests to contact us in advance for the most current information. Please be aware there is no cable or WiFi provided at this site. Nearby, you'll find great dining options and local favorites such as Square Grouper Restaurant, My New Joint Cocktail Lounge, Morning Joint Coffee, the Bent Prop, Tonio's Seafood Shack and Tiki Bar, and family fun at Boondock's Mini Golf and Draft House. This lot offers the perfect balance of waterfront tranquility and easy access to adventure, dining, and entertainment in the Lower Keys. Venture Out charges a $125 registration/check-in fee upon arrival (subject to change). Parking is provided for one vehicle per unit, and an additional permit may be available for a nightly fee depending on availability. Guests must be at least 25 years old to book, and overnight occupancy is limited to six people who must be registered with both the Rental Manager and Venture Out. Up to two dogs are allowed per lot. Check-in time is 4:00 PM, and check-out is at 10:00 AM unless alternate arrangements are made with the Rental Manager in advance. A refundable $150 security deposit is required at the time of booking. There is a 4% credit card processing fee. The main guest must submit a copy of their driver's license and sign a rental agreement within 24 hours of booking. All reservations are subject to final approval from the local Rental Manager.

Caravan Park/Campsite

RV Lot in Oceanfront Community | Concrete Pad, Lush Landscaping, Walk to Pool & On Site Store

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$250.88

This 2 bedroom, one bath home is located in Venture Out on Cudjoe Key, FL. 23 miles outside of Key West!. Venture Out is a gated community that features, community pool, hot tub, tennis courts, basketball court, a private ramp, unit is 85 yards from ramp, easy for lunching kayaks. This unit was built in 2017. There is a dishwasher, grill, TV and free WIFI. The unit includes 2 adult bikes, 2 person Kayak and Paddle board at no extra charge. brbrATTENTION: The 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. Overflow parking is first come, first served basis.

Mobile Home

Relaxing Home in gated community

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$421.6

Endless Water Views - Venture Out 526brNewer Stilted 2Bd/2Ba Home with WIFIbr35' Dockage Open Water Views!brThis newer constructed manufactured home built in 2016 is located only 4 lots in from open water and offers the protection the canal while offering a spectacular view! Features a 35' concrete seawall with cleats and dock posts, fish cleaning table, bait freezer and offers a store room to stow your fishing and dive gear. The downstairs offers covered parking with outdoor picnic table and grill. The main living room features a sofa sleeper, 40' flat screen television and leads to the open porch with patio chairs. Kitchen features stainless steel appliances with lots of cabinet storage and island kitchen. Master bedroom features a queen size bed with 32 flat screen television and private full size bathroom. Guest bedroom features a full size bed with access to the balcony and hallway bathroom. Additional amenities include central air conditioning/heat, washer, dryer, ceiling fans, dishwasher, microwave, refrigerator with ice maker, FREE WIRELESS INTERNET, outdoor furniture and covered parking for one vehicle. One small pet allowed (under 15lbs.), must comply with Venture Out Pet Rules and Regulations. Pet fee is required.brSECURITY DEPOSIT REQUIRED, NO SMOKING,br7 DAY MINIMUM LOBSTER SEASON, 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.brbrVO REGISTRATION FEE is $125**DUE UPON ARRIVAL CASH OR CREDIT CARD ONLY PAID DIRECTLY TO VENTURE OUT WHEN YOU ARRIVE.

Endless Water Views - Venture Out 526

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$423.75

VO479brSpectacular Oceanfront Panoramic Views!br55' Seawall w/ Whips- A Boater's Paradise!Enjoy breathtaking panoramic ocean views from this beautiful stilted 2Bd/2Ba vacation home that is fully equipped with all your vacation needs! Features a sprawling 55' concrete seawall! Perfect for the boaters who need quick access to the ocean or gulf. Dock amenities include dock posts, cleats, boat whips, swim ladder, water hose and fish cleaning table. Now includes 2 bikes, 2 kayaks and 2 stand-up paddle-board!brbrYou will need to sign a release of Liability with Waterfront Keys Realty, and they will give you the keys for the water toys!brbrUpstairs on the second level, you will be lured in by the views! The main living area is surrounded by glass doors to maximize the views, from the sparkling blue Atlantic Ocean, color changing sunrise skies to romantic star clustered moonlit nights. From the main living area leads to an open patio with table and chairs to relax and enjoy life! Living room features a flat screen television with expanded cable and FREE in house Wireless internet, comfortable recliner chair. Dining room features seating for four with two barstools for additional seating. The kitchen features full line of appliances and private balcony off the kitchen. The master bedroom has a view of the ocean with a comfortable king size bed with flat screen television, access to the deck and private full size shower. Guest bedroom features a queen bed, closest storage, and full size bathroom. brbrOutdoors on the lower deck you will find that the open air covered porch is the place to be....seated on one of the four lounge chairs or enjoying the Florida Keys Cuisine at the dining table that seats six. Cook your catch on the BBQ grill and make great memories with your family and friends. brbrAdditional amenities include central air conditioning, washer, dryer, ceiling fans, FREE WIFI, Dishwasher, Microwave and Views...Views....Views! brbrSECURITY DEPOSIT REQUIRED, NO SMOKING, NO PETS,br7 DAY MINIMUM LOBSTER SEASON, 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 is $125**DUE UPON ARRIVAL CASH OR CC ONLY. PAID DIRECTLY TO VENTURE OUT WHEN YOU ARRIVE.

House of the Rising Sun - VO479

Cudjoe Key, Florida, United States

Bed

Bath

4

Sleeps

$478.88

This beautiful home overlooking the Atlantic Ocean is part of the Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. Location is a standout with Key West only 17 miles in one direction and Marathon 25 miles in the other. This WiFi-enabled, 1200 square foot home boasts two master suites, with a king bed in one room and a king bed in the other, 32'' HDTV, private full bath, & access to the second floor balcony that has views of the Atlantic ocean. Downstairs you will find the third full bath, smart TV, sleeper sofa, dining table for six, a breakfast bar with four bar stools, a second balcony with lush foliage views, washer/dryer, & a fully equipped stainless steel kitchen. Whip up your favorite tropical drink and have cocktail hour on one of the private balconies, relax in the private hammock, or relax at the heated pool or beach area. The ground floor offers parking for 2 cars and also has an entertaining area with a table and chairs and a Weber grill.brbrYour boat, up to 25 feet, can be kept at the marina, located in the calm waters directly behind the home (first-come, first-serve dock space and 1 boat per home). Looe Key is a short distance where you’ll find the most beautiful snorkeling and diving in the keys, along with the best fishing. Fish or kayak right off the end of the dock or opt to rent a boat from the nearby Cudjoe Garden Marina - a full service marina offering boat rentals as well as fishing, snorkel, and dive trips. After a day of fun, drop your gear off right at the house and clean the days catch at the fish cleaning station found right off the marina/pool area. Within a few miles, you’ll find several excellent restaurants, the only 18-hole miniature golf course in the keys is located five miles away at Boonedocks Grille Restaurant. Bahia Honda State Park and the Dolphin Research Center, which offers dolphin encounters, are other area attractions (see our owners map below for locations and descriptions!)brbrHighlights of this immaculate home:br* bamboo wood floors throughoutbr* a gourmet kitchen with stainless steel appliances and granite counter topsbr* 3 full bathrooms featuring granite counter tops and travertine showers (1 bathroom has a tub/shower combination)br* high ceilings with crown molding and ceiling fansbr* 3 flat screen smart TV's - (1) in the livingroom and in each bedroom.br* covered parking for 2 vehiclesbr* washer/dryerbr* 2 private balconies br* private hammockbr* WiFi - wireless internetbrbrThis is the perfect vacation home for families or couples looking for it all - small sitting beach area, heated pool, dock & views - in a tropical setting with quick access to all the fun that the Florida Keys has to offer.brbrKeywords: Oceanfront, Oceanview, Beachfront, Gated Community, Boat Dock, Heated Pool, Beach, WiFi, Marina

Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$309.14

Imagine in the KeysbrVO073br35' Dockage Canal front 2Bd/2Ba brThis home features 2Bd/2Ba and is located only 3 lots from open water for easy boat access in and and out. Features 35' Seawall with dock posts and cleats, swim ladder and new fish cleaning table, outdoor table with chairs, lounge chair, shower and BBQ grill to cook your catch. The perfect spot to watch the sunrise in the morning and the star filled sky at night. Central A/C, Stack W/D. Newly installed flooring throughout the unit. Dining room features large dining table with chairs that seats 6 plus overlooks the beautiful wide canal to open water views! Master bedroom queen bed with lots of storage and closet space. Guest bedroom queen bed with closet storage. Stack W/D, Ceiling fans, TV, free wifi. Unit has 20ft driveway and will accommodate full size vehicles. br***The Owner Of this Property would like you to know about Sonny's Golf Cart Rentals...contact Sonny @ 734-323-9758**brSECURITY DEPOSIT REQUIRED, NO SMOKING, NO PETS,br7 DAY MINIMUM LOBSTER SEASON, FREE WIFI IN REC HALL,brOVERFLOW PARKING ADDITIONAL FEE 14 DAYS MAX,brVO REGISTRATION FEE $125.00- 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

Imagine in the Keys - Venture Out Unit 073

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$418.37

Cudjoe Cabana is a renovated 3BR/3BA canal-front home in Cudjoe Gardens. Enjoy a private heated pool, hot tub, tiki cabana with Smart TV, and 90 feet of deepwater dockage with easy access to the Atlantic and Gulf. Features include a modern kitchen, two master suites, smart TVs, paddleboards, a kayak, Blackstone BBQ grill, and more. Located a short stroll from Cudjoe Gardens Marina, offering boat rentals, fuel, bait, and only 30 minutes from vibrant Key West. Ideal for families or fishing trips. A 28-night minimum stay is required.brbrWhy You’ll Love It br - Waterfront & Dock Access: Enjoy 90 feet of seawall and a private dock, ideal for launching a boat or fishing, or simply relaxing by the water as the sun sets.br - Private Pool & Hot Tub: Take a refreshing dip in your private pool, or unwind in the hot tub under the stars after a day on the water.br - Spacious & Comfortable: Three bedrooms and three bathrooms comfortably sleep up to six guests, plus a sofa bed that expands your group to eight. Great for families or groups wanting space, privacy, and comfort.br - Family-Friendly Amenities: Fully equipped kitchen, smart TVs, BBQ grill, parking, paddleboards, kayaks, pool basketball — perfect for kids and adults alike.br - No smoking: Enjoy a clean, allergy-friendly space. br - Pets: Are permitted with prior approval. One-time $200 non-refundable fee.br - Ideal Location: Just minutes to open waters, perfect for fishing, boating, or exploring the Keys. And close to local beaches, dining, and attractions in Key West.brbrWhat a Day Here Looks LikebrPicture your mornings sipping coffee on the dock with a gentle breeze off the water. Spend mid-day kayaking or paddleboarding, or take a boat out for a fishing trip. Return for drinks at sunset, grill out under the tiki-cabana, then relax by the pool or hot tub as the stars come out. By night, retire to spacious, quiet bedrooms , restful and comfortable for everyone.brbr - Sleeps 8 comfortably (3 BR / 3 BA / Sofa Bed)br - Minimum booking period: 28 nightsbr - Renters must be 25+ years oldbr - Pets permitted with prior approvalbr - No smokingbr - Paddleboard/Kayak Dock access (provided)br - Private pool, temperature controlled with a heater and chillerbrJacuzzi Hot TubbrbrWhy Cudjoe Cabana Stands OutbrCudjoe Cabana isn’t just a place to stay, it’s a full Florida Keys experience. With private waterfront access, a pool, a hot tub, and all the comforts of home, it’s designed for families, fishing trips, and long-term stays that feel like a real escape. Whether you're seeking adventure, relaxation, or quality family time, this is your home base.brbrReady to Book Your Florida Keys Escape brDon’t miss your chance to turn a dream vacation into reality. Reserve your stay at Cudjoe Cabana today, and get ready for sunsets over the water, starry nights, and memories that will last a lifetime.

Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool

Cudjoe Key, Florida, United States

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Bath

Sleeps

$638.55

Located in Cudjoe Key, this house is a dream. With 2 bedrooms featuring 2 full beds, 2 bathrooms with showers and hair dryers, and essential amenities like AC, heating, a washing machine, WiFi, and a hair dryer, guests will have a terrific and tranquil stay. Book now and enjoy everything this house has to offer.There is an amenity fee of $130.00 paid to security upon arrival this is a separate fee !which is not included in the booking agreement.

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Cudjoe Key, Florida, United States

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Bath

Sleeps

$454.02

Discover the charm of Keys-y Livin, a luxurious 4-bedroom, 3.5-bathroom canal front home nestled in Cudjoe Key. Built in 2016, this spacious retreat boasts 2,548 sq ft of living space, modern amenities like a gourmet kitchen with all kitchen essentials, air conditioning, and high-speed internet, plus a new heated pool and dock. All necessary vacation amenities provided - linens, bath and pool towels, kitchen necessities, appliances, etc. With 2 floors of living space (3 bedrooms on middle level and master suite on top level), this home is perfect for families or bigger groups looking for room to soak in the perfect vacation. Enjoy breathtaking views from 1,370 sq ft of balcony space. A 30-foot dock with cleats allows for up to a 25' boat (canal is narrow! and bay access is shallow!). Plenty of parking is available for boat trailers as well. Kayaks and paddleboards, are provided for added fun! Perfect for those seeking a serene Florida Keys lifestyle with all the comforts of home.brbrPlease note the Monroe County statue of a 28 day minimum night stay. Our calendar might not reflect this statute (as putting in this minimum effects how the calendar displays availability and is confusing to guests) so we may not be able to allow your reservation for this reason. We will contact you if that is the case.

Keys-y Livin only 20 minutes from Key West in the Florida Keys

Cudjoe Key, Florida, United States

4

Bed

3

Bath

8

Sleeps

$346.22

Tropically Decorated Stilt Homebr Lovely Covered Porch with Water ViewbrYou won't be disappointed in the beautiful decorated 2 Bedroom/2 Bath stilt home with a canal view. Relax on the covered deck with privacy palms. Lovely tropical decor with a nice size living room and dining area. Sleeping accommodations include a Queen size bed in the Master bedroom with its own private bath, a full size bed in the Guest bedroom with a small balcony, and a Queen size sleeper sofa in the living room. Amenities include a flat screen TV with DVD and expanded cable, updated appliances, glass top stove, dishwasher, plenty of counter space, stackable Washer/Dryer, covered parking, central A/C, ceiling fans, gas grill and FREE WIRELESS INTERNET. Bicycles are available to cruise throughout the community.(USE BIKES AT OWN RISK)br Seven (7) day minimum rental period during season, opening & mini lobster and Christmas and New Years. Off season three (3) day minimum. No Smoking & No Pets. Trailer parking is an additional fee. Security Deposit required. br**VO REGISTRATION FEE OF $125 DUE UPON ARRIVAL CASH OR CC ONLY. PAID DIRECTLY TO VENTURE OUT WHEN YOU ARRIVE.**

Paradise in the Lower Keys!

Cudjoe Key, Florida, United States

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Bath

Sleeps

$646.88

Your WATERFRONT Keys getaway!! Updated appliances & fixtures, this 2BR/2BA elevated property that won’t disappoint! Fully stocked kitchen/bathrooms. Never ending activities for your group at the Venture Out, a gated community with oversized pool, hot tub, pickle ball/tennis/basketball courts, fishing, lobstering, biking, kayaking, boating! Launch your boat from the private ramp and tie it up on our 35’ seawall! Situated between Key West & Marathon, this property is THE PLACE!brbr***OF NOTE THEY DO CHARGE A $125 ENTRANCE FEE WHICH COVERS ALL AMENITIES** But, welcome to your own personal oasis here in Venture Out! A long established short term/long term rental resort chalked full of amenities to keep you enjoying your time away. The spot is located only a short 20 miles, or 30 minute drive, from the Key West International Airport and city itself! brbrThis location offers two bedrooms and two bathrooms complete with a fully stocked kitchen appointed with updated appliances, a dining area with a table for 6, in-unit washer and dryer, and a large living room with a pull out Queen sleeper/sofa couch. brbrThe home has been recently fully renovated and updated to provide you with all of the niceties of a modern vacation paradise. This includes Rokus for Netflix/Hulu/Amazon usage with each TV in the living room and both bedrooms, LED/Bluetooth controlled living room vent with music playing capabilities, adjustable LED ceiling fans/lights, and (of course) an adorable LED neon sign along our shiplap kitchen accent wall for those group pictures “for the gram”! brbrWe also provide on site for your group’s entertainment cornhole/bags, an oversized connect four, board games/cards, two kayaks, and bicycles. brbrThe 35’ sea wall is available for you at all times during your stay to tie up your personal boat or jet skis!!brbrbrbrTHE DETAILS:brbrMASTER BEDROOM offers a king bed, bedside end tables with charging USB ports, a mounted 55” inch smart TV, and off suite bathroom.brbrGUEST BEDROOM has a queen bed, bedside tables, dresser, and 40” smart TV. brbrBOTH BATHROOMS include a shower and are stocked with shampoo/conditioner/body soap. The closets are stocked with bath towels, hand towels, and beach towels for your stay! First bathroom is located in the common hallway, while the second bathroom is on-suite in the master bedroom.brbrTHE KITCHEN includes a full set of cutlery and dishware for 6+. It is also supplied with baking pans, pots, baking sheet and baking dishes, mixing bowls, spatulas and mixing spoons. brbrThe Hamilton FlexBrew coffee maker allows you to make a regular pot of coffee for the group- or individualized K cups if you prefer to bring your own kind from home! The kitchen is appointed with a new refrigerator with ice freezer below, dishwasher, and smart microwave and oven.brbrTHE UPPER DECK PATIO is the best spot to enjoy the sunset or sunrise with a cup of coffee! The swivel chairs make it a relaxing way to start or end your days!brbrTHE LOWER PATIO is where you will find all of the fun- the chic patio space comfortably seats 6 around the grill area. Grill out, hang out, and throw some bags or take your other half on at Connect 4! Later on you could get out onto the water in the two provided kayaks or go on an evening bicycle ride through the park and area with your group. brbrCome down and stay awhile! Enjoy a comfortable place to rest your head at night while you explore the many dive spots, boating activities, water sports, resort amenities, and adjoining Keys on either end during the sunny days!

WATERFRONT Seaside Sanctuary in the Keys with 35' SEAWALL FOR YOUR BOAT!

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$544.9

Welcome to your exquisite Florida Keys getaway in the prestigious gated community of Venture Out on Cudjoe Key, where the charm of new modern construction meets the quiet simplicity of the Lower Florida Keys. This stunning two-bedroom, two-bathroom property comfortably accommodates up to 6 guests and is brimming with amenities designed to enhance your stay. Whether you're a boating enthusiast, an avid angler, or just looking for relaxation in paradise, this home will not disappoint.brbrFrom the moment you step into this sun-drenched, open-concept living space, you'll feel right at home amidst the contemporary elegance mixed with an island twist. The living room boasts luxurious seating and top-tier entertainment options, ideal for relaxing after a day spent on the water. Adjacent is a gourmet kitchen outfitted with modern appliances and stylish countertops, where culinary enthusiasts will find everything needed to whip up delicious meals. Outside you will find your own dedicated gas grill to cook up your catch of the day.brbrThe sleeping quarters promise restful nights with a plush king-sized bed in the master suite, complete with a private ensuite for maximum privacy and comfort. The second bedroom does not skimp on luxury either, ensuring every guest enjoys their privacy and comfort.brbrKey features of this property extend to its prime location on an extra wide canal just seconds away from the open waters of the Atlantic and easy access to the Gulf.brbrNoteworthy highlights include:br- 35 feet of docking space, perfect for boat enthusiasts looking to venture out onto the water at a moment's notice.br- Trailer parking at Venture Out is on a first-come first-served basis. However, this home has worked out an agreement with a lot owner just 10 minutes away to accommodate your trailer during your stay at a modest additional cost.br- Locked water-side under-home enclosure – which includes a large bait/ice freezer, bikes, pickleball paddles, tennis rackets, and plenty of space to safely store your fishing and boating gear.br- A heated 80’ saltwater communal pool available year-round for a relaxing swim.br- Access to tennis, pickleball, basketball and bocce courts to stay active on land.br- Venture Out also offers an on-site boat ramp, marina, swimming lagoon, and store.brbrSavor your morning coffee or evening cocktails on your private deck, soaking in the serene water views. This deck isn't just a feature; it's your gateway to witnessing stunning sunrises and tranquil evenings reflected off the calm waters.brbrKey West's vibrant culture and airport is only a 30-minute drive away. Here, you can explore historic sites, immerse yourself in street performances, and indulge in a lively nightlife.brbrPlease note the one-time $125 registration/check-in fee at Venture Out, which ensures you enjoy a safe, secure, and enjoyable stay adhering to community standards.brbrThis property doesn't just offer a vacation stay; it offers an immersive Keys tropical experience. Book your stay now and embrace the unique blend of tranquility and adventure that only the Florida Keys can offer.brbrWater Safety Notice:brThis home is located on a boating canal. There is no lifeguard on duty. Children must be supervised by an adult at all times while in or near the waterfront area. By booking this property, guests acknowledge the inherent risks associated with a waterfront location and agree to exercise appropriate caution and supervision.brbrCamera Disclosure: For security purposes, the property is equipped with exterior cameras monitoring the driveway/parking area and the waterfront area. No cameras or recording devices are located inside the home.brbrPlease note: All cancellations are subject to a cancellation fee, which varies depending on the cost of your booking.

Serenity Now Seaside Escape - Brand New Build!

Cudjoe Key, Florida, United States

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Bath