Luxurious Oceanfront Home, Beach, Dock, Heat/Cool Pool, Kayaks, Bikes, Fire Pit
House in Cudjoe Key, FL
6 guests · 3 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Includes essentialsGarden, Pool, Kitchen or Kitchenette and more
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
This luxurious Cudjoe Key vacation rental home, located directly on a sandy beach overlooking the crystalline Atlantic Ocean, is part of Sunrise Beach Resort, an exclusive gated community with only 10 other homes. In addition to high end furnishings in the living area, it features two tastefully decorated master suites, each with a full private marble bathroom. You can soak up the sun on the beach, on the pool deck, or enjoy the shade under the tiki hut by the sparkling, heated/cooled swimming pool located directly beside the house, also overlooking the ocean. Lounge in your private hammock or enjoy a drink in the double swing underneath our home which overlooks the beach. Or, you can soak in the gorgeous tropical landscaping and cool breezes on the comfortable, luxurious furniture located on the home’s deep shaded lanai, which includes a fire pit and a flat screen TV adjacent to the beach. Breathtaking views of the blue green ocean, Cudjoe Bay, and the sunrise and sunset can be seen from every room and from the two decks accessible from both bedrooms, the dining room and the living room.
If you are looking for a lower keys short or long term rental, Cudjoe Key has a reputation as the best place to stay on the water in the keys. Your boat, up to 24 feet, can be kept at the wood dock or floating docks in the calm waters directly behind our house. Looe Key and American Shoal Reef can be seen from the house where you’ll find the most beautiful snorkeling and diving reef in the keys, along with the best fishing. Their off-the-beaten path location guarantees a thriving ecosystem. You can fish right off the end of the dock or snorkel or kayak the crystal clear, calm waters in Cudjoe Bay directly behind our house (kayaks are included). Venture out to experience the history and action in Key West located only 20 miles away, or explore dozens of nearby islands and a trove of nature preserves by land or sea. Ours is the perfect Cudjoe Key vacation house rental located near Big Pine Key, Summerland Key, Sugarloaf Key and Key West, Fl.
In the immediate area you’ll find several good restaurants. For example, you can take your boat or catch a free ferry to Little Palm Island where you can enjoy lunch or dinner at a top ranked best restaurant in the world. Several other excellent restaurants in the keys are located on or close to Cudjoe Key. A gym/wellness center and Cudjoe Garden’s Marina, a full service marina offering boat rentals, as well as fishing, snorkel, and dive trips is only one mile from our home. The only 18 hole miniature golf course in the keys is located five miles away. Pack a lunch and spend the day at Bahai Honda State Park, voted the #1 beach in the U.S., which is only a 20 minute drive away. The Dolphin Research Center, which offers dolphin encounters, is another area attraction.
We provide bikes, kayaks, a corn hole game, folding beach chairs, a beach umbrella, beach toys and towels, bocce ball, and a cooler for your enjoyment. We are always adding extra "toys" and oftentimes have a clear see-through kayak and stand up paddle boards available as well. The bikes are available for you to enjoy a leisurely bike ride down the scenic tree lined bike path, accessible directly across the street from Sunrise Beach, which traverses Cudjoe Key and continues all the way to Key West. Cudjoe Bay is the perfect calm place to kayak and enjoy the clear water. There is something for those who want to relax and enjoy the views and as well as for those who wish to explore all the keys have to offer!
This casually elegant home provides:
* High ceilings with crown molding
* Gourmet kitchen with stainless appliances, granite countertops
* Keurig for hot beverages and a Mr. Coffee for full pots of coffee
* Kitchen stocked with a blender, spices and staples
* Private full marble bathrooms in each bedroom, plus a full marble bathroom next to the living room
* Jacuzzi tub in one master bathroom, walk in showers in the other two bathrooms.
* Plantation shutters in both bedrooms and private bathrooms.
* 4 flat screen HD TV’s
* SMART TV with DVR
* Wi Fi Internet
* Private Gas Fire pit
* Large selection of books, including local guides, and games
* Luxurious decor and furnishings
* Covered parking for 2 vehicles
* Large walk in closets with round windows
* Pack 'N Play Crib, baby linens and bedrails
* Gas grill
* Bikes (4), with helmets
* Beach chairs, umbrella, cooler, corn hole, bocce ball, beach toys
* Fishing poles, tackle box, snorkeling fins
* Kayaks (2 singles, 1 double), with life vests, and paddles
* Flat screen TV overlooks the luxurious outdoor furniture on the shaded lanai underneath the house overlooking the beach
* Private swing overlooking beach and hammock
* Pool, beach, and dock are shared with only 10 other homes in our small gated community.
This is the perfect vacation home for families or couples looking for relaxing ambiance in an opulent tropical hideaway and for those who want it all – beach, pool, boat dock, and stunning views in order to experience the 'real' Florida keys.
Keywords: Oceanfront, Beachfront, Gated Community, Boat Dockage, Heated Pool, Kayaks, Bikes, Cudjoe Key Cottages, Fishing, Corn Hole
If you are looking for a lower keys short or long term rental, Cudjoe Key has a reputation as the best place to stay on the water in the keys. Your boat, up to 24 feet, can be kept at the wood dock or floating docks in the calm waters directly behind our house. Looe Key and American Shoal Reef can be seen from the house where you’ll find the most beautiful snorkeling and diving reef in the keys, along with the best fishing. Their off-the-beaten path location guarantees a thriving ecosystem. You can fish right off the end of the dock or snorkel or kayak the crystal clear, calm waters in Cudjoe Bay directly behind our house (kayaks are included). Venture out to experience the history and action in Key West located only 20 miles away, or explore dozens of nearby islands and a trove of nature preserves by land or sea. Ours is the perfect Cudjoe Key vacation house rental located near Big Pine Key, Summerland Key, Sugarloaf Key and Key West, Fl.
In the immediate area you’ll find several good restaurants. For example, you can take your boat or catch a free ferry to Little Palm Island where you can enjoy lunch or dinner at a top ranked best restaurant in the world. Several other excellent restaurants in the keys are located on or close to Cudjoe Key. A gym/wellness center and Cudjoe Garden’s Marina, a full service marina offering boat rentals, as well as fishing, snorkel, and dive trips is only one mile from our home. The only 18 hole miniature golf course in the keys is located five miles away. Pack a lunch and spend the day at Bahai Honda State Park, voted the #1 beach in the U.S., which is only a 20 minute drive away. The Dolphin Research Center, which offers dolphin encounters, is another area attraction.
We provide bikes, kayaks, a corn hole game, folding beach chairs, a beach umbrella, beach toys and towels, bocce ball, and a cooler for your enjoyment. We are always adding extra "toys" and oftentimes have a clear see-through kayak and stand up paddle boards available as well. The bikes are available for you to enjoy a leisurely bike ride down the scenic tree lined bike path, accessible directly across the street from Sunrise Beach, which traverses Cudjoe Key and continues all the way to Key West. Cudjoe Bay is the perfect calm place to kayak and enjoy the clear water. There is something for those who want to relax and enjoy the views and as well as for those who wish to explore all the keys have to offer!
This casually elegant home provides:
* High ceilings with crown molding
* Gourmet kitchen with stainless appliances, granite countertops
* Keurig for hot beverages and a Mr. Coffee for full pots of coffee
* Kitchen stocked with a blender, spices and staples
* Private full marble bathrooms in each bedroom, plus a full marble bathroom next to the living room
* Jacuzzi tub in one master bathroom, walk in showers in the other two bathrooms.
* Plantation shutters in both bedrooms and private bathrooms.
* 4 flat screen HD TV’s
* SMART TV with DVR
* Wi Fi Internet
* Private Gas Fire pit
* Large selection of books, including local guides, and games
* Luxurious decor and furnishings
* Covered parking for 2 vehicles
* Large walk in closets with round windows
* Pack 'N Play Crib, baby linens and bedrails
* Gas grill
* Bikes (4), with helmets
* Beach chairs, umbrella, cooler, corn hole, bocce ball, beach toys
* Fishing poles, tackle box, snorkeling fins
* Kayaks (2 singles, 1 double), with life vests, and paddles
* Flat screen TV overlooks the luxurious outdoor furniture on the shaded lanai underneath the house overlooking the beach
* Private swing overlooking beach and hammock
* Pool, beach, and dock are shared with only 10 other homes in our small gated community.
This is the perfect vacation home for families or couples looking for relaxing ambiance in an opulent tropical hideaway and for those who want it all – beach, pool, boat dock, and stunning views in order to experience the 'real' Florida keys.
Keywords: Oceanfront, Beachfront, Gated Community, Boat Dockage, Heated Pool, Kayaks, Bikes, Cudjoe Key Cottages, Fishing, Corn Hole
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
Dishwasher
Hot tub or spa
TV
Garden
Family friendly
Map of Cudjoe Key, FL
$$$$
Ratings and reviews
Summary of reviews
Outstanding property with beautiful views, extensive amenities, and thoughtful touches. Perfect location for relaxation and adventure.
5.0 / 5.0
The property was just a described. Great location and amenities for a family get away in the lower keys. Easy check-in access with great communication with host on details. Great access to water and boat access if you bring one with you.
5.0 / 5.0
Easily the best VRBO experience I’ve had and the others have been excellent. Rick was extremely helpful and provided not only items to get the vacation started right away but guides and information galore to help make informed decisions. Anyone that wants to experience relaxation and all that the keys has to offer should absolutely book this place. All kinds of exploration available and conveniently located halfway been Key West and Marathon making it super easy to thoroughly experience both areas. Highly recommend for anyone looking for tropical relaxation and detachment from the everyday grind.
5.0 / 5.0
The property is in a quiet location, very clean and within 30 minutes of all that we had planned. The amenities were endless and very much appreciated. While we did not have time to use the kayaks, etc., it was a nice option. While there we visited Dry Tortugas, snorkeled at Looe Key reef, visited Bahia Honda State Park (beautiful), spent a day in Key West (Butterfly Conservatory, Hemingway House, etc), visited the Turtle Hospital (definitely a great experience), fed the tarpons at Robbie’s, and so much more. First time in the Keys and definitely loved having a home base that was so accommodating after long days of adventure. Rick and Barbara were very responsive with any questions. Would definitely book again! Thanks for everything!!
5.0 / 5.0
Honestly the most well appointed property I’ve ever stayed at! Clean, anything you could think of-they had!
5.0 / 5.0
Perfect! Location, location, location. If yoy enjoy privacy in a small gated community and access to the pool and ocean in only a few steps, this is the place for you! Close to Key West and Marathon for activities and after a fun day fishing, boating, beaching, eating and enjoying all that Key West has to offer, you get to come back to a practically private setting with amazing ocean views inside home and out! Practically perfect in every way! You can bring your boat right to house since this home is on the water!
5.0 / 5.0
This is a beautiful property with wonderful views and everything that is promised is right there at your fingertips.
5.0 / 5.0
This is by far the best VRBO home I have stayed at. I can’t say enough wonderful things about this beautiful place. The views are amazing, the extra’s (kayaks, stand up paddle board, fishing gear) and the location of the home made this such a perfect vacation for us. The home owners provide you with a wonderful book that provides all of their favorite things to do and places to eat. That was our playbook for the week, and it did not disappoint. Beautiful place!!!
4.0 / 5.0
This home was well stocked with all the extras we usually have to purchase when staying at a rental. The home was set up perfectly for 2 couples. The week we were here happened to be spring break but was very quiet. We had the pool to ourselves most of the time. Check in/out was clearly explained, had no issues. Cudjoe Key was perfectly located between Key West and Marathon for days we chose to go exploring. The book created at the home was amazing! It had tips and recommendations for everything from charters, public transportation and restaurants. We hopped on the bus one day to Key West (pick up is literally 100 ft out the gate) and cost under $10/couple. We chose to Uber back later that evening and was only $70. Overall, very happy choosing this home for our trip.
5.0 / 5.0
We finally took the plunge and stayed in the Keys for 30 days. The accommodations at Sunrise Beach Resort were awesome. The unit had everything you could need for a great vacation. We met some great folks while there for the month. We would highly recommend this and the owner was great.
5.0 / 5.0
Great location - we love Cudjoe Key! Beautiful sunrises and sunsets. We really enjoyed and used the bikes and kayaks provided - great fun! The house is charmingly decorated, light and sunny, and very well stocked with all basic supplies. And we loved all the different places to sit and enjoy the fresh air and views - the balconies, the carport, the dock…. Thanks for a wonderful stay!
5.0 / 5.0
Absolutely wonderful! We will be back!
5.0 / 5.0
Very comfortable home with all the amenities. We enjoyed cocktails on the deck and watching the sunset. Great nearby restaurants and the book left with places to visit was very helpful.
It is on second floor so those with climbing issues be aware.
5.0 / 5.0
A gorgeous home right on the water with fun activities to keep the whole family entertained. Great restaurants nearby. A quiet, little community to relax and enjoy sunsets on the beach. We had a blast and want to return to paradise! ❤️
5.0 / 5.0
This was our third time staying at this property and we could not be more pleased. As usual, everything was top-notch. This is by far our family's favorite Keys destination.
5.0 / 5.0
This property was as advertised. The kayaks and paddleboards and bikes were all used. The accommodations were perfect for our family get-away. It was comfortable for the 4 of us to relax and enjoy the sun. It was well located for going into Key West and exploring the keys. Thank you for allowing us to make a family holiday memory.
5.0 / 5.0
The house was beautiful and well maintained. Lots of "extras" that made the stay more enjoyable. We had perfect weather to add to the fun and a full moon too! Not a lot of other people in the homes around us so it was like having the place just for us. Caught a barracuda off the dock so a lucky pelican had a great meal and hung around the rest of the week hoping for more. Would recommend this rental to anyone looking for a peaceful and beautiful spot to relax and rejuvenate.
5.0 / 5.0
Really enjoyed our stay! House is very well appointed and decorated. We rented a boat from the recommended Cudjoe Key Marina, and were not dissapointed. This is one of 2 homes here that is directly in the water and the closest to the dock, the views of Cudjoe Bay are incredible!
Highly recommend.
5.0 / 5.0
Wanted something out of the craziness of Key West, this was just right. About 20 minutes or so north, it was right in between Key West and things like snorkeling Looe Key and Bahia Honda park. Spotlessly clean, had everything we needed. Like most homes in the Keys, had lots of stairs so would be very difficult for someone with disabilities but was fine for us. Loved our laid back time there.
5.0 / 5.0
We have stayed in several places on Cudjoe Key and this by far the best place we stayed. The home location was awesome. It was clean and like new. Rick was very accommodating.
The home was stocked with everything you need including body wash and shampoo. I highly
recommend starting her as we would definable well be at rewritten.
5.0 / 5.0
Property owners have thought of everything. Kayaks, Bicycles, Beach chairs and Umbrellas were all available for our use and included. Property is in an exceptional location. Wonderful property.
5.0 / 5.0
Our stay was perfect! They provide everything you need for an amazing stay. We enjoyed all the amenities, kayaks, paddle boards, outside fire pit & pool area.
We enjoyed a day at Bahia Honda State Park, it is absolutely gorgeous there.
5.0 / 5.0
Awesome place and great place to bring a boat.
5.0 / 5.0
Very nice place with an excellent view! The entire family enjoyed!
5.0 / 5.0
Beautiful weather took boat and fished
5.0 / 5.0
We've stayed in lots of VRBO properties all over the country. This is absolutely one of the very best! Wonderful amenities, extremely well organized and stocked, tons of helpful information & brochures about the area. Felt like a high end home, not a rental. Great location close to Key West but also quiet and peaceful. Now the standard has been upped for me! Such a great vacation. WOW!
5.0 / 5.0
This past week was just amazing!! This was our first time in the Florida Keys and at first we were a bit hesitant because after we arrived on the keys we realized there were very few beaches around and we are normally beach people. After arriving at Rick's house we were completely ok with never leaving the house if we decided to not explore the keys. Rick left us everything we needed for a relaxing week. We had access to the pool, kayaks, fishing poles, amazing views and all the essentials of our home home. We met really nice people in the neighborhood and sat back every night to take in the stars. For the 4th of July we decided to stay out of Key West to avoid the crowds and it was so worth it. We sat on the top balcony and watched all the fireworks from our own private area. I decided to book 2 charters with Tail Chasin' Charters to offshore fishing and sandbar hop. After seeing all the sandbars and the wildlife in the keys we completely understand why Rick wanted to have a house here. This area is pure Heaven. We learned that the Cudjoe Key area is a lot quieter than the upper keys and only 19 miles from Key West so you get best of both worlds. Kiki's Sandbar and Grill is 6 miles up the road with amazing food and just a bit down south is Hogfish Bar and Grill and it's definitely a must try. Honestly I can say that Rick's home is a perfect place to stay for couples or families alike.
5.0 / 5.0
Great property. Relaxing!
5.0 / 5.0
Amazing. Awesome. Will be back. Incredible hosts. Left us wanting nothing. Included all amenities. Thank you!!!!
5.0 / 5.0
Beautiful, clean, well-equipped place with million-dollar views! For a Mother’s Day week getaway, the two en suites gave both mom/daughter the space and privacy needed. Well-furnished, with high-end finishes and lots of thoughtful touches (bathrobes, luxurious towels and linens). I’d love to book again, as long as accompanied by someone who can haul my luggage up and down those stairs (thanks, baby girl!).
5.0 / 5.0
Perfect location. Next to the pool. Right on the cove. It was all good. Very quick ride into Key West... I only have good things to say.
The outdoor area was fun and everything we needed was there.
5.0 / 5.0
The property, ammenities and location exceeded our expectation. We can't wait to return.
5.0 / 5.0
We had a wonderful time staying here! It’s the perfect location if you want to enjoy the quiet, but also be driving distance to Key West. The property was very nice, and the views were amazing!
5.0 / 5.0
This home on the water was beautiful. It was stocked with shampoo, bath soap, laundry detergent, beach towels, and more! It also had books to read, games to play, and kayaks, bikes, and paddleboards. We enjoyed the stay so much, we are booking again soon!
5.0 / 5.0
The home provides everything you need for comfort and fun in a beautiful setting.
5.0 / 5.0
This was a perfect stay! The house was gorgeous in all aspects inside and out. The views were impeccable and the location was perfect to get to anything you could need.
5.0 / 5.0
This property is the best of the entire resort. The view of the ocean and the nighttime stars is magnificent. The owners have provided so many extras to enhance your stay; fully stocked kitchen, paddle boards, 2 man kayak, fishing polls, under cover propane fueled fire pit, outdoor tv, beach towels, swing and sand toys for kids on the beach. The pool was clean and of the perfect temperature. The owners are easy to contact and go out of their way to make your stay safe and fun. The beds were comfortable. Each bedroom has an awesome view. Thank you!
5.0 / 5.0
One of the best we have stayed at!! Very clean and love all the little extras. Thanks for a great stay
5.0 / 5.0
Great accommodations for two couples - owners provide everything you can think of...!
5.0 / 5.0
Our second stay in this fantastic house, but without doubt the second of many.
This place has everything you could possibly need for a fantastic holiday. The owners really have thought of everything.
It's location is superb, I couldn't recommend it enough.
5.0 / 5.0
My family LOVED this property. Everything about it was wonderful…location, size, decor and TONS of amenities. We took full advantage of everything - relaxing indoors, on the various decks, at the fire pit while watching the outdoor TV, at the beach area, along with use of the kayaks and bikes. The owners were wonderful to work with and thought of literally everything to make our stay fantastic. We really enjoyed reading the info provided about the property and took advantage of the suggestions on dining and activities in the area. We would return in a heartbeat! The only thing we would do differently would be to spend less time in Key West and more time at the property, possibly splurging on a boat rental, since there are slips available at the property.
FAQs
How much does this house cost compared to others in Cudjoe Key?
The average price for a rental in Cudjoe Key is $339 per night. This rental is $233 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Luxurious Oceanfront Home, Beach, Dock, Heat/Cool Pool, Kayaks, Bikes, Fire Pit. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Luxurious Oceanfront Home, Beach, Dock, Heat/Cool Pool, Kayaks, Bikes, Fire Pit. Enjoy the water!
Is Luxurious Oceanfront Home, Beach, Dock, Heat/Cool Pool, Kayaks, Bikes, Fire Pit pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Luxurious Oceanfront Home, Beach, Dock, Heat/Cool Pool, Kayaks, Bikes, Fire Pit?
We found 13 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and fireplace.
Explore similar vacation rentals in Cudjoe Key
Explore all rentals in Cudjoe Key
**TIDEWATER VIEWS @ VENTURE OUT** 2BR/2BA Cottage + 35’ Private Slip | 80’ Pool
Cottage
in Cudjoe Key6 guests · 2 bedrooms · 2 baths
Pool · Pets allowed · Kitchen or Kitchenette
Indulge in a peaceful retreat at **TIDEWATER VIEWS @ VENTURE OUT** 2BR/2BA Cottage + 35’ Private Slip | 80’ Pool, our elegant Cottage in Cudjoe Key. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Oceanside home, dock,kayaks,bikes,pool,fishing,109
House
in Cudjoe Key6 guests · 3 bedrooms · 3 baths
Garden · Pool · Kitchen or Kitchenette
Experience the best of Cudjoe Key with this House available for $519. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
White Vacation Home Free Cancellation See Details
House
in Cudjoe Key8 guests · 4 bedrooms · 3 baths
Garden · Kitchen or Kitchenette · Air conditioner
This House in Cudjoe Key, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
$$$$
Start earning One Key rewards
Oceanside home, dock,kayaks,bikes,pool,fishing,107
House
in Cudjoe Key6 guests · 3 bedrooms · 3 baths
Garden · Pool · Kitchen or Kitchenette
Business stays, family stays, couples stay, getaway vacation, and rental in Cudjoe Key at Oceanside home, dock,kayaks,bikes,pool,fishing,107 for $504 for your next trip.
$$$$
Oceanside home, dock,kayaks,bikes,pool,fishing,111
House
in Cudjoe Key6 guests · 3 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
Experience vacation in Cudjoe Key with our House, Oceanside home, dock,kayaks,bikes,pool,fishing,111. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Blue Palms w/boat dock and pool
House
in Cudjoe Key7 guests · 4 bedrooms · 2 baths
Garden · Pool · Pets allowed
Looking for a House in Cudjoe Key, this House for $589 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Yellow Vacation Home Free Cancelation See Details
House
in Cudjoe Key6 guests · 3 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
Indulge in a peaceful retreat at Yellow Vacation Home Free Cancelation See Details, our elegant House in Cudjoe Key. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool
Campground/
RV Resort
in Cudjoe Key6 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for a Campground/ RV Resort in Cudjoe Key, this Campground/ RV Resort for $478 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Start earning One Key rewards
Tropical Paradise - Ocean front with swim spa
House
in Cudjoe Key8 guests · 3 bedrooms · 3 baths
Pool · Pets allowed · Kitchen or Kitchenette
Discover the beauty of Cudjoe Key with a stay at Tropical Paradise - Ocean front with swim spa, a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!
House
in Cudjoe Key6 guests · 2 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Experience vacation in Cudjoe Key with our House, OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
House
in Cudjoe Key6 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
The best choice in Cudjoe Key for House, for $493 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
House
in Cudjoe Key6 guests · 3 bedrooms · 2 baths
Pool · Pets allowed · Kitchen or Kitchenette
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Cudjoe Key, at $536 per night for your next great vacation.
$$$$
Start earning One Key rewards
**TURTLE COVE VIEWS @ VENTURE OUT** 2BR/2BA Cottage +35’ Private Slip | 80’ Pool
Cottage
in Cudjoe Key6 guests · 2 bedrooms · 2 baths
Pool · Pets allowed · Kitchen or Kitchenette
When traveling to Cudjoe Key, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $680 per night.
$$$$
Start earning One Key rewards
Canal front home @ Venture Out Resort in the Florida Keys!
House
in Cudjoe Key6 guests · 2 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Nestled in Cudjoe Key, this House is perfect for your next vacation. Enjoy Canal front home @ Venture Out Resort in the Florida Keys!'s top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Latitudes - Ocean front with pool
House
in Cudjoe Key12 guests · 6 bedrooms · 4 baths
Garden · Pool · Pets allowed
Enjoy the best of Cudjoe Key in our House, Latitudes - Ocean front with pool. A stunning property with amenities including Air conditioner, Internet / Wifi and Laundry, and more.
$$$$
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks, SUPs, Washer,Dryer!
Cottage
in Cudjoe Key6 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
This inviting Cottage in Cudjoe Key can fit your needs for many types of vacations, at $567 per night.
$$$$
Start earning One Key rewards
44ft Seawall at Sportsman's Paradise
House
in Summerland Key6 guests · 3 bedrooms · 2 baths
Garden · Pool · Kitchen or Kitchenette
Discover the beauty of Cudjoe Key with a stay at 44ft Seawall at Sportsman's Paradise, a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Amazing Open Water Views - Venture Out Unit #374
House
in Cudjoe Key6 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Cudjoe Key, at $502 per night for your next great vacation.
$$$$
**KEYSIE DOES IT @ CUDJOE KEY** Private Home in Waterfront Community + LAST KEY
House
in Cudjoe Key6 guests · 2 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for the perfect place to call home during your trip to Cudjoe Key? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Cottage
in Cudjoe Key6 guests · 2 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
The best choice in Cudjoe Key for Cottage, for $500 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Start earning One Key rewards
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
House
in Cudjoe Key6 guests · 3 bedrooms · 1 bath
Pool · Kitchen or Kitchenette · Air conditioner
This House in Cudjoe Key, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
$$$$
Start earning One Key rewards
OCEANFront Gem! True Southern Exposure - Venture Out Unit 93
House
in Cudjoe Key6 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Discover the beauty of Cudjoe Key with a stay at OCEANFront Gem! True Southern Exposure - Venture Out Unit 93, a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Amazing waterfront home with private beach, dock, pool, WiFi & outdoor kitchen
House
in Cudjoe Key6 guests · 3 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
Experience vacation in Cudjoe Key with our House, Amazing waterfront home with private beach, dock, pool, WiFi & outdoor kitchen. Enjoy amenities such as Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Start earning One Key rewards
Secluded Oceanfront property, Private pool, hot tub, boat ramp and dock
House
in Summerland Key7 guests · 2 bedrooms · 2 baths
Garden · Pool · Pets allowed
When traveling to Cudjoe Key, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $632 per night.
$$$$
Dazzling Bayfront Home w/ 2 Boat Docks, Huge Deck, 1 Kayak, Pool Table -1 Dog OK
House
in Cudjoe Key6 guests · 3 bedrooms · 3 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
Looking to create some memories in Cudjoe Key? Look no further than our House, Dazzling Bayfront Home w/ 2 Boat Docks, Huge Deck, 1 Kayak, Pool Table -1 Dog OK. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room for Everyone & Fido!
House
in Summerland Key12 guests · 5 bedrooms · 3 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
Most favorited
Are you ready to indulge in a relaxing getaway? Our House in Cudjoe Key has everything you need for a rejuvenating stay. Treat yourself to The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room for Everyone & Fido!'s exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
$$$$
BLUE PEARL - 5 Bedroom/ 4 Bathroom Pool, Kayak, Bike, Canal Front w/ Boat Lift
House
in Cudjoe Key12 guests · 5 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Cudjoe Key, at $654 per night for your next great vacation.
$$$$
Ocean-view snowbird retreat with private pool, rooftop, lanais, kayak & bikes
House
in Cudjoe Key10 guests · 5 bedrooms · 4 baths
Pool · Kitchen or Kitchenette · Air conditioner
Most favorited
Are you ready to indulge in a relaxing getaway? Our House in Cudjoe Key has everything you need for a rejuvenating stay. Treat yourself to Ocean-view snowbird retreat with private pool, rooftop, lanais, kayak & bikes's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
$$$$
Fun in the Sun in Cudjoe Key! #51
House
in Cudjoe Key6 guests · 2 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Indulge in a peaceful retreat at Fun in the Sun in Cudjoe Key! #51, our elegant House in Cudjoe Key. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Moana Hale Paradise at Venture Out in Cudjoe Key
House
in Cudjoe Key6 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Experience the best of Cudjoe Key with this House available for $459. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Cudjoe Key travel inspiration
Read our blogGuides
Best East Coast Beaches and Getaway Locations You Can’t Miss
Budget Travel
7 Most Affordable Snowbird Destinations for 2025
Guides
Top Activities to Try in Panama City Beach, Florida
Guides
Top Things to Do in Gulf Shores, Alabama: Adventure and Fun Await
Local Culture
Exploring Miami’s Wynwood District: Street Art, Food, and More
Guides
Fun Things to Do in Ocean City, Maryland
Local Culture
A Foodie’s Guide to the Best Dining in Orlando, Florida
Guides
Top Things to Do in Oahu and Honolulu
Keep exploring
- Kauai Villas
- Orlando Villas
- Kiawah Island Villas
- Miami Beach Villas
- Kissimmee Villas
- North Naples Villas
- Florida Keys Villas
- Phoenix Villas
- Los Angeles Villas
- St Petersburg Villas
- Palm Desert Villas
- Miami Villas
- Las Vegas Villas
- Venice Villas
- Key West Villas
- Palm Springs Villas
- Lake Tahoe Villas
- Hollywood Hills Villas
- Seabrook Island Villas
- South Lake Tahoe Villas
- Pocono Mountains Villas
- Scottsdale Villas
- Myrtle Beach Villas
- Hilton Head Island Villas
- Marco Island Villas
- North Miami Villas
- Sanibel Island Villas
- West Palm Beach Villas
- Fort Myers Beach Villas
- Haines City Villas
- North Las Vegas Villas
- Destin Villas
- Lake Tahoe Cabins
- Ruidoso Cabins
- Blue Ridge Cabins
- Estes Park Cabins
- Lake George Cabins
- Eureka Springs Cabins
- Branson Cabins
- Lake of the Ozarks Cabins
- Lake Arrowhead Cabins
- Lake Texoma Cabins
- Canyon Lake Cabins
- Sevierville Cabins
- Flagstaff Cabins
- Colorado Springs Cabins
- Hot Springs Cabins
- Bass Lake Cabins
- Buffalo River Cabins
- Possum Kingdom Lake Cabins
- Chattanooga Cabins
- Nashville Cabins
- Wears Valley Cabins
- Cloudcroft Cabins
- Deep Creek Lake Cabins
- Mammoth Lakes Cabins
- Anna Maria Islands Rentals
- Outer Banks Vacation Rentals
- Rosemary Beach Rentals
- Holden Beach Rentals
- Hilton Head Vacation Rentals
- Topsail Beach Rentals
- Kiawah Island Rentals
- Panama City Beach Rentals
- Ocean Isle Beach Rentals
- Folly Beach Rentals
- Dauphin Island Rentals
- Rehoboth Beach Rentals
- Bethany Beach Rentals
- Cape Cod Rentals
- 30A Rentals
- Seaside Florida Rentals
- Edisto Beach Rentals
- Fort Myers Beach Rentals
- Miramar Beach Rentals
- Port Aransas Rentals
- Emerald Isle Rentals
- Orange Beach Rentals
- Surfside Beach Rentals
- Hampton Beach Rentals
- Assateague Island Rentals
- Jacksonville Beach Vacation Rentals
- North Shore Vacation Rentals
- Ogunquit Vacation Rentals
- North Redington Beach Rentals
- Lido Key Vacation Rentals
- Sea Colony Rentals
- Pass A Grille Vacation Rentals
- Blue Ridge Mountain Rentals
- Vail Lodging
- Jackson Hole Lodging
- Winter Park Lodging
- Telluride Lodging
- Big Sky Rentals
- Aspen Lodging
- Park City Rentals
- Steamboat Springs Lodging
- Breckenridge Rentals
- Lake Tahoe Rentals
- Copper Mountain Lodging
- Mammoth Mountain Lodging
- Beech Mountain Rentals
- Crested Butte Rentals
- Sun Valley Lodging
- Keystone Lodging
- Taos Lodging
- Sugar Mountain Cabins
- Beaver Creek Lodging
- Deep Creek Lake Rentals
- Smith Mountain Lake Rentals
- Ocean Lakes Rentals
- Lake Anna Rentals
- Torch Lake Rentals
- Lake Winnipesaukee Rentals
- Norris Lake Rentals
- Lake Gaston Rentals
- Canyon Lake Rentals
- Lake Oconee Rentals
- Lake Wallenpaupack Rentals
- Lake Martin Rentals
- Lake Havasu Rentals
- Lake of the Ozarks Rentals
- Lake Michigan Vacation Rentals
- Lake Chelan Rentals
- Finger Lakes Rentals
- Lake Keowee Vacation Rentals
- Lake Conroe Rentals
- Lake Erie Vacation Rentals
- Lake Austin Vacation Rentals
- Sebago Lake Rentals
- Lake Tillery Rentals
- Keuka Lake Rentals