Vacation Home Rentals By Owner In Cudjoe Key, FL

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

$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

$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

Bed

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

Bed

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

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

Bed

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

6

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

Bed

Bath

Sleeps

$245.18

We have a big bright eat in fully stocked kitchen. Kitchen has many pots and pans, keurig, blender, glassware and most things that you’ll be looking for while relaxing in the beautiful Keys!! The main bedroom has a KING size bed, lots of storage space and TV with YouTube Live TV & Roku. brbrThe second bedroom has a twin trundle, when the two twin beds are side by side it's like another King Size Bed and TV with Roku & streaming YouTube Live TV. brbrWe're provided lots of fluffy cotton towels in the bathroom. We have a grill in our backyard along with cement patio furniture for you to enjoy the beautiful keys weather. The front porch has a large deck, seating for 6. You can enjoy the sunrise and your morning coffee, family dinners and evening cocktails!brbrBring your boat! We are on a dry lot but there is no charge for launching in at the Venture Out Marina, your boat can be stored in the 'overflow' lot for a small fee ($5-10 day subject to first come first serve availability). Conveniently located near the marina, picnic area, pool, tennis and rec hall. The Florida Keys have some of the best fishing in the world! (Boat and trailer parking is an additional daily charge by the park.) It is also a great spot for Kayaks. Take your choice to relax in the heated Olympic size salt water pool, hot tub or open Atlantic swimming area all nearby. You can fish from our open water areas. There is a big TIKI HUT on the open water where picnicking is perfect!brbrUnfortunately due to some bad experiences pets are no longer allowed. brbrOUR HOME IS NO SMOKING. Smoking outside is obviously permitted.brbrThe GATED COMMUNITY we own in is AWESOME & a very friendly place to stay & enjoy. The amenities include: 24 hour security, Lighted tennis courts (2 rackets available at the house) Olympic-sized heated pool, kiddie pool, spa Jacuzzi, ping pong, bocce ball courts (set of bocce balls in the closet), pickle ball, 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.brbrWe're only 19 miles from Key West, but do not think you HAVE to go anywhere - lay by the HUGE POOL right on the OPEN WATER and watch the elegant seagulls float overhead as the palms sway. Sun yourself and read a good book and simply relax! Plunge into the BIG JACUZZI and soak your troubles away. Or spend some time with someone you love - holding hands and watching the herons fishing along the waterside! And you do not even have to get in your car to do any of these!brbrAdventure 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! What are You waiting for Send an email and we'll fill you in on any of your questions to make certain your family and friends are going to have a great vacation getaway in the Keys! brbrMake sure you check our availability calendar as it is updated after each reservation is placed. Plan it now, before someone else gets YOUR Place!brbrOur home has parking for one vehicle but extra may be able to be stored in the nearby overflow lot for an additional fee of $5-10/night subject to availability. FYI a full size pick up will not fit in the driveway (we fit a Titan) and will need to go in the overflow lot with a nightly charge. There is an additional one time fee of $125 payable to the community at the time of entrance which is separate from anything paid to me through Vrbo. Would be willing to book direct if asked for discounted rate. Contact me at five zero eight 826-six two seven one. My phone number is also on rental agreement. brbrArrival time is 3:00 PM, Departure is 10:00 AMbrbrKeywords: House, home, bungalow, cottage

Enjoy Caribbean weather in the USA. Openings June 2026 forward!

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$238.14

Relax in our traditional keys style stilt home. The home is located on a channel with immediate access to the Atlantic Ocean. The concrete dock allows for easy access and quick drive to the open water. With the ocean at your whim, finding your favorite spots for fishing, lobstering, diving, and snorkeling has never been easier. Easy access to Content Islands.brbrThe home is conveniently located on Cudjoe Key, MM23, allowing for a 25 minute drive to famous Duval Street in Key West, or Marathon Key to the North. Our home is located far enough to relax and enjoy the serenity of the island life while close enough to take a night on the town.brbrThis three bedroom, two bath home features, one king bed, one queen bed, and two twin beds. The home has a beautiful back porch over looking the water where you can enjoy a good book, a glass of wine, or dinner with your loved ones. A spacious, fully equipped kitchen provides the perfect setting to create your favorite dishes or show off your grilling skills by cooking up some of the keys freshest seafood. brbrOur home is equipped with towels, ceiling fans, DVD player, radio, games, washer/dryer, iron/ ironing board, hair dryer, patio furniture, hammock and a gas BBQ grill. Now a pool.brbrRestaurants: brCudjoe Key has some of the best seafood restaurants in the Florida Keys including the Square Grouper, Mangrove Mamas, Boondocks (Live Music). These restaurants are within 2 to 4 miles from the home.brbrSports: brFor the active vacationers there are many activities: Snorkeling, scuba diving, fishing, water skiing. You can rent a boat or kayak, even swim with the dolphins. Bikes for rental at Big Pine Bicycle, delivery and pick up services to your location. There is also jets ski and kayaks renting nearby. They also deliver and pick up.brbrBooking starts in the beginning on the month and ends by the 30th. Flexibility is possible during slow season.brbrPets larger than 40 pounds are not accepted. Contact owner for any questions 5617140139.

Looking for a place to stay

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$1018.2

Unwind in a brand new, modern and luxurious, waterfront home with great views and a deep water canal in Cudjoe Key Florida. Fisherman's Paradise has three bedrooms, three baths, and can sleep up to 14 guests. It is located just twenty minutes away from world renowned Key West, and the beach at Ft. Zachary Taylor State Park. Nearby Bahia Honda State Park also has a great beach. This beautiful home features upscale furnishings, spacious living areas, and a complete and relaxing outdoor space. The living area features a large, comfortable couch placed in front of a 75’’ flat screen T.V. If you're in the mood to listen to your favorite music, you can easily play it on the home’s Sonos sound system with 15 indoor/outdoor speakers. Enjoy the outdoors by jumping in the heated pool or jacuzzi, kayaking the protected bay, grilling by the outdoor dining/tv area, or by cleaning your day’s catch on your private fish cleaning station. You can also fish or dock your boat right at your backyard, on the home's 80 foot wide, concrete seawall. Cudjoe Gardens Marina is located just one block away and is easily accessible by boat. Whether you want to go offshore or backcountry fishing, diving or snorkeling, tubing or kayaking or enjoying Key West; this piece of paradise has it all. Let this beautiful rental be your next vacation home.

Fisherman's Paradise

Cudjoe Key, Florida, United States

Bed

Bath

8

Sleeps

$358.12

In beautiful Summerland Key, you'll find our lovely two-bedroom getaway that showcases stunning Florida Keys scenery. Situated just a 7-minute drive from the stunning Florida Keys Beaches, you'll be able to easily access the area's pristine white sand and turquoise waters. Spend your days lounging by the outdoor pool or unwinding in the soothing hot tub. Back at the house, you'll enjoy the convenience of free WiFi, a smart TV with satellite/cable channels, and a full-size washer and dryer. The fully stocked kitchen is perfect for whipping up delicious meals, with a stove, oven, refrigerator, grill, and all the essential cookware and utensils you need. Step outside to take in the breathtaking ocean views from the outdoor furniture. Whether you're seeking a relaxing getaway or an adventure-filled vacation, our Summerland Key retreat has everything you need for an unforgettable stay in the Florida Keys.

Relax by Florida Keys Beaches, just a 7-min drive away

Cudjoe Key, Florida, United States

Bed

1

Bath

5

Sleeps

$301.2

Your cozy getaway awaits in Cudjoe Key at this phenomenal house. With 3 bedrooms, including 1 queen bed and 2 king beds, it's the perfect retreat for guests seeking relaxation and comfort. The house features all the necessary amenities like AC, WiFi, a washing machine and dryer. The 2 bathrooms are equipped with showers for your convenience. Whether you're lounging in the spacious living area or enjoying the fresh air on the patio, this fantastic property offers a tranquil and enjoyable stay. We'll be available to answer any questions while you stay at our place.

Cozy 3-bedroom house with AC and WiFi in charming Cudjoe Key

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$329.65

Florida Keys Waterfront Retreat with Stunning Ocean ViewsbrWelcome to your perfect getaway at Sailfish Haven #390! This beautiful 2-bedroom, 2-bath home offers everything you need for a relaxing and enjoyable Florida Keys vacation. Situated on a quiet canal, you'll be captivated by breathtaking ocean views from your private back patio, where you can unwind and soak in the scenery.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 air mattress located in the Guest bedroom closet for additional sleeping options.br*Two full Bathrooms, one is located in the primary bedroom, both have standup showers.br*Roku TVs are located in the Living Room and Primary Bedroom.br*Outdoor Oasis: Enjoy the expansive 35' concrete seawall that can accommodate up to a 32' boat—ideal for fishing, swimming (a new swim ladder just installed!), sunbathing, or simply enjoying the gentle ocean breeze. Under the house is a fisherman's paradise equipped deep freeze/bait freezer, room for your fishing gear and mini fridge for your beverage of choice.br*Fish Cleaning Station: For the anglers among you, our dedicated fish cleaning station makes it easy to prepare your catch of the day.br*Outdoor BBQ Char Broil Patio Bistro - an electric grill perfect to cook up your fresh catch! br*Open Kitchen & Dining: The fully equipped kitchen opens to a welcoming dining area that comfortably seats up to 4, perfect for family meals or entertaining friends. Equipped with slow cooker, wine chiller and extra bar top seating for 4. There is a Mr. Coffee coffee maker and a single cup Keurig at this home for you to enjoy your favorite brew. br*In the dining area you will enjoy dining with a view with 4 seats at the dining table.br*Laundry Facilities: A washer and dryer are available within the home, so you can pack light and keep your clothes fresh throughout your stay.br*Two bicycles are provided for guest use, along with one single and one tandem kayak. A signed waiver is required prior to use.brWhether you're here for a weekend getaway or an extended vacation, our waterfront retreat promises a unique blend of relaxation and adventure. Explore the local attractions, enjoy the water activities, or simply kick back and enjoy the stunning views from your patio.brThis is a pet friendly home! Up to 2 dogs allowed with an additional pet fee of $250 per pet. If you are bringing dogs, please inform us at time of booking.brbrVenture 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 onsite 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, 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.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 12.5'L x 10'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. There is a 4% credit card processing fee or you may pay with an e-check with no additional charges. **PLEASE NOTE IF YOU ARE PAYING WITH AN E-CHECK, THIS PAYMENT OPTION IS THE SAME AS PAYING WITH A PAPER CHECK. IF YOUR E-CHECK IS RETURNED FOR ANY REASON, YOU WILL BE CHARGED A $25 RETURNED CHECK FEE AND BE REQUIRED TO PAY VIA CREDIT CARD WITH A 4% CREDIT CARD PROCESSING FEE. brSocial Media -br@bluescaperealestatebrYouTube Videos @bluescapevacationsbrBook your stay today and experience the beauty of waterfront living!

Sailfish Haven #390 - Ocean Views, 35' seawall

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$322.93

3 bedroom/2 bath home, sleeps 8. Enjoy early morning coffee or evenings gazing at the stars from the cozy balcony. Downstairs area also has space for relaxing, grilling or simply putting all your fishing equipment together. brOur Island House is on a canal leading within minutes to Cudjoe Bay and the Atlantic Ocean and gorgeous back country waters, world class fishing and snorkeling. Dock provides room for your own 20-25 foot boat with plenty of draft even at low tide or bring your RV, plenty of space too.brHome also has a private heated pool, kayaks, ample space for parking and gated for privacy.brbrThis home is a 28 day minimum rental. Please note Owner's Boat will remain on the property's boat lift during stay.

Oceanside, heated pool, near Key West, space for 20-25 ft boat. Book fall 2025!

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$313.85

Take that vacation you have been dreaming of in the Florida Keys! Reel Island Retreat #273 is waiting for you!brPerfect for Boaters and Families - Welcome to your dream vacation rental on this serene boating canal with stunning ocean views from the patio.brThis charming 2 Bedroom, 1.5 Bath home offers breathtaking open water views from the back porch, making it an ideal escape for avid boaters, fishermen, or families and couples looking to unwind.brHighlights of Your Stay:br*Spacious Accommodations: - The front bedroom features a king sized bed with the popular green tea cooling mattress!br- The back bedroom boasts a cozy full-size bed and includes a convenient half bath for your privacy and ease.br*Living Space: - Relax in the inviting living room equipped with a pull-out sofa bed, perfect for accommodating extra guests. Enjoy your favorite shows on the ROKU TV, available in the living room and both bedrooms.br*Outdoor Bliss: - Step outside to your private dock with 35' of concrete seawall that can accommodate up to a 32' boat, where you can grill up a delicious BBQ feast while enjoying the tranquil ocean views. You may even spot a manatee swimming by in the canals!br*Tiki Bar Vibes: - Unwind at your very own indoor “Tiki Bar,” the perfect spot to sip cocktails and share stories after a sun-soaked day on the water.br*Location: Nestled in a prime location for boating adventures, you'll have easy access to fishing spots and scenic waterways. Whether you're casting a line or soaking up the sun, this home is designed for relaxation and enjoyment. There is a Keurig & Mr. Coffee Drip coffee maker at this home for you to enjoy your favorite brew. brBook your stay today and create unforgettable memories in this picturesque canal retreat!brThis is a pet friendly home. Up to 2 dogs maximum are allowed with a paid $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 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 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!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.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 20'L x 11'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. There is a 4% credit card processing fee. brSocial Media -br@bluescaperealestatebrYouTube Videos @bluescapevacationsbrBook your stay today and experience the beauty of waterfront living!

Reel Island Retreat #273 at Venture Out in the Florida Keys

Cudjoe Key, Florida, United States

Bed

Bath

Sleeps

$828.85

This house includes all the elements you need for an amazing vacation. Outside the house there are kayaks for adventures, a swimming pool, Hot tub, private beach area with loungers and Beach chairs for relaxation, a floating dock for fishing and docking a boat up to 24’, tropical foliage including coconut palms and bananas, a screened in porch for dining al fresco and so much more.brbrYour property manager lives nearby and is available if you have any requests during your staybrbrQuiet neighborhood – Quiet hours are 10 pm to 8 ambrbrYou will be provided with check in instructions prior to your arrival.brbrThis house includes all the elements you need for an amazing vacation. Outside the house there are kayaks for adventures, a swimming pool, Hot tub, private beach area with loungers and Beach chairs for relaxation, a floating dock for fishing and docking a boat up to 24’, tropical foliage including coconut palms and bananas, a screened in porch for dining al fresco and so much more. Inside the house there are 4 king bedrooms and a 5th bedroom with a queen bed and a single bed, 3 baths, open floor plan with plenty of living space, smart TV’s and updated appliances. Bed linens, bath and beach towels are provided. The kitchen is fully stocked for a home cooked meal with pots, pans, utensils, blender, toaster and Coffee Maker (auto drip and Keurig). This home has everything you need to provide you with an ultimate vacation experience. Welcome to your home away from home. brFandango is centrally located in the Lower Florida Keys at MM21.5. It is 20 minutes from Key West, 10 minutes from Big Pine Key and 15 minutes from Bahia Honda State Park. There is a 5 star restaurant within a mile and tiki bars and other restaurants within 10 miles. There is a bus stop within walking distance that goes into Key West. You do need a vehicle for grocery shopping and getting around. brbrbrCancellation: 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. brbrNon-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.brbrUber, Lyft and Taxis area available as well as Public Bus transportation. It is recommended that you have a carbrbrPrior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions.brThis home is priced based on the number of guests. The base rate is for up to 6 guests. Additional guests fee is $25 per night per person.brbrbrOur Cancellation policy is:brCancellation: 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 to visitors because of the COVID-19 pandemic for your arrival date, you will be offered the opportunity to reschedule your reservation or receive a refund. brbrNon-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.

Fandango - private pool
This is a pet friendly home. A pet fee and approval of your pet is required.

Cudjoe Key, Florida, United States

5

Bed