Cudjoe Key vacation rentals
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Top-rated vacation rentals in Cudjoe Key
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Cottage in Cudjoe Key
4.92 out of 5 average rating, 130 reviewsATLANTIS...Ocean Front Cottage Retreat!
ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need for the perfect getaway. Boat dock (25ft), HD TVs, washer & dryer, S/S appliances & gas cooking! Complimentary kayaks & bikes plus access to all the Venture Out Residential Condominium Community amenities: heated pool, Jacuzzi, kiddie pool, tennis, basketball & bocce courts, ocean bay swimming area, marina w/fuel, boat ramps & wash station, and a convenience market on-site!
Dec 28 – Jan 4
Home in Key West
4.94 out of 5 average rating, 268 reviewsRomantic Retreat - 2 person K Suite, Pvt deck/Spa!
Romantic Retreat is an Historic, free standing cottage which, in the 1800's, was the cistern for the Cigar Maker cottages here. It is decorated in a light Caribbean motif, efficiency kitchen (frig, microwave, hot plate) and a very airy bathroom with tub/shower. King memory foam bed and sleeps 2 persons only. 32” Smart TV (bring your Netflix, Amazon UN/PW's). Bose Bluetooth speaker, Amazon Alexa provided. A private adjacent deck with a 2 person Solana spa/seating. Also handicapped accessible.
Aug 4 – 11
Home in Cudjoe Key
4.81 out of 5 average rating, 122 reviewsOcean View 2/2 on Canal
Hurricane Ian did no damage This is a non-smoking, no pets, canal front home with a 35' sea wall. Ocean views from either deck. Vaulted great room. Fully equipped kitchen and linens with two private bed/bath suites offering privacy. The resort is gated and secure with plenty of amenities: a small tiki beach, marina, large pool, hot tub, pickle ball, tennis,laundry and general store. One time $113.00 resort fee Required to book: 1. verified identity 2. have positive reviews on AIrbnb
Jun 25 – Jul 2
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cudjoe Key vacation rentals
Cudjoe Key house rentals
Home in Marathon
4.9 out of 5 average rating, 155 reviewsBeachfront Villa - Florida Keys
Oct 5 – 12
Home in Marathon
4.96 out of 5 average rating, 118 reviewsOceanfront Tiny Villa in the Heart of the FL Keys
Sep 16 – 23
Home in Marathon
4.97 out of 5 average rating, 115 reviewsMarathon one-level home on the Marina - with slip!
May 8 – 15
Home in Marathon
4.99 out of 5 average rating, 103 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Jan 22 – 29
Home in Key Colony Beach
4.81 out of 5 average rating, 131 reviewsWaterview from three sides, Cabana Club, 30' Docks
Jan 5 – 12
Home in Cudjoe Key
4.84 out of 5 average rating, 38 reviewsRelaxing Home in the Keys
Aug 31 – Sep 7
Home in Cudjoe Key
4.94 out of 5 average rating, 16 reviewsMay Extravaganza - Relax in Paradise!
May 24 – 31
Home in Cudjoe Key
4.94 out of 5 average rating, 18 reviewsConch Cabana in Paradise 23 miles outside Key West
Jun 7 – 14
Home in Cudjoe Key
4.85 out of 5 average rating, 39 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
Jun 4 – 11
Home in Cudjoe Key
5.0 out of 5 average rating, 5 reviewsVenture Out -Million Dollar Island Resort
Nov 23 – 30
Home in Cudjoe Key
4.83 out of 5 average rating, 24 reviewsKeys Island Villa - Venture Out Home 354
Sep 1 – 8
Home in Cudjoe Key
4.83 out of 5 average rating, 6 reviewsSailfish Haven
Mar 9 – 16
Cudjoe Key cottage rentals
Cottage in Islamorada
4.85 out of 5 average rating, 124 reviews1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
Aug 22 – 29
Cottage in Cudjoe Key
4.91 out of 5 average rating, 75 reviewsKing Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
Mar 14 – 21
Cottage in Cudjoe Key
4.84 out of 5 average rating, 31 reviewsTidewater Views @ Venture Out - Waterfront
Nov 13 – 20
Cottage in Key West
4.95 out of 5 average rating, 84 reviewsMango Cottage 2 bedroom 2 bath with private pool
Jul 9 – 16
Cottage in Marathon
4.95 out of 5 average rating, 20 reviewsCatch n' Relax Canalfront Cottage in Marathon
Oct 3 – 10
Cottage in Islamorada
4.97 out of 5 average rating, 63 reviewsIslamorada 2BR, 1BA w/ heated pool and firepit
Nov 28 – Dec 5
Cottage in Islamorada
4.94 out of 5 average rating, 16 reviewsWaterfront Cottage Walk to World Famous Lorelei
Sep 5 – 12
Cottage in Islamorada
4.94 out of 5 average rating, 36 reviewsIslamorada bungalow 2 bed & pool
Oct 23 – 30
Cottage in Key West
4.86 out of 5 average rating, 28 reviewsNamaste: A blissful one bedroom cottage
May 16 – 23
Cottage in Key West
4.89 out of 5 average rating, 90 reviewsThe Dancing Rooster
Jul 31 – Aug 7
Cottage in Marathon
4.96 out of 5 average rating, 25 reviewsWATER FRONT COTTAGE W/ MOTHER IN LAW TREETOP SUITE
Jul 26 – Aug 2
Cottage in Key West
4.74 out of 5 average rating, 336 reviews1 bedroom Cottage
Apr 6 – 13
Other great vacation rentals in Cudjoe Key
Apartment in Key West
4.97 out of 5 average rating, 234 reviewsPoolside Truman Annex 2 Bed | Conch Life Condo
Aug 20 – 27
Guesthouse in Key West
4.93 out of 5 average rating, 521 reviewsOld Town - Room Opens to Pool and Garden
Jun 12 – 19
Guest suite in Tavernier
4.98 out of 5 average rating, 245 reviewsIsland Get Away
Aug 25 – Sep 1
Tiny home in Big Pine Key
4.8 out of 5 average rating, 88 reviewsBreezy pines 28 foot 5th wheel trailer .
Nov 20 – 27
Home in Cudjoe Key
5.0 out of 5 average rating, 3 reviewsLatitudes-Ocean Front Pool
Aug 31 – Sep 7
Vacation home in Cudjoe Key
5.0 out of 5 average rating, 30 reviewsBeautiful Cottage & Amenities in Gated Community
Jun 21 – 28
Home in Cudjoe Key
4.82 out of 5 average rating, 67 reviewsTree Top Paradise
Nov 5 – 12
Home in Upper Sugarloaf Key
4.86 out of 5 average rating, 43 reviewsBungalows at Sugarloaf Beach - The Lighthouse
Dec 6 – 13
Home in Cudjoe Key
4.81 out of 5 average rating, 32 reviewsKeys getaway
Oct 13 – 20
Home in Cudjoe Key
4.87 out of 5 average rating, 68 reviewsIsland Oasis ~ YOUR Paradise Awaits!
Mar 14 – 21
Home in Cudjoe Key
4.83 out of 5 average rating, 18 reviewsLittle gem in a safe resort with amenities
Aug 25 – Sep 1
Guest suite in Key Colony Beach
4.99 out of 5 average rating, 81 reviewsTurtle-By-The-Sea: the Best Deal in KCB!
May 3 – 10
Quick stats about vacation rentals in Cudjoe Key
Total rentals | 190 properties |
---|---|
Rentals with a pool | 140 properties have a pool |
Pet-friendly rentals | 80 properties allow pets |
Family-friendly rentals | 160 properties are a good fit for families |
Total number of reviews | 3.7K reviews |
Nightly prices starting at | € 83 before taxes and fees |
Your guide to Cudjoe Key
Welcome to Cudjoe Key
Flutter your eyelids as you travel down the Overseas Highway and you might just miss Cudjoe, an under-the-radar island perched between the more recognizable Sugarloaf and Big Pine Keys. At less than 6 square miles and with fewer than 2,000 residents, this island is shaped like an elephant’s head and serves mostly as a tranquil beach escape, with easy access to neighboring attractions. There’s Blue Hole, the region’s largest freshwater lake, which provides opportunities for spotting turtles, alligators, and exotic birds. There’s also diving and snorkeling at the nearby Looe Key National Marine Preserve, but the real fun here happens during the yearly Florida Keys Underwater Music Festival. Key West and its plentiful attractions are just a coconut’s toss — okay, 20 miles — to the southwest.
The best time to stay in a vacation rental in Cudjoe Key
It’s pretty much always warm on Cudjoe Key, and between November and March it’s also sunny, which tends to attract a large number of visitors. Despite the risk of summer rain, June through October are also great months to visit for snorkeling and diving, though do keep in mind that hurricanes become increasingly likely in late summer and into early fall. Come in January or February and you’ll definitely want a light jacket for the evenings. The Underwater Music Festival, during which costumed divers pretend to play subaquatic instruments, usually takes place in July.
Top things to do in Cudjoe Key
Key West
The eccentric crown jewel of Florida’s archipelago is worth a visit for its classic Caribbean-inspired homes and lively nightlife scene. Visit old stamping grounds popularized by famous writers and cruise over to Fort Zachary Taylor Historic State Park, where you can swim with some big fish.
Looe Key National Marine Preserve
More than 150 fish species, along with plenty of sharks and rays, are known to shimmy through these waters and along the abundant coral reef, making this preserve a solid snorkeling and diving spot. There’s also an artificial reef about three miles west, where a 210-foot sunken ship offers superb wreck diving.
Blue Hole
This former limestone quarry is now a freshwater lake replenished by rainfall and visited by a large variety of wild animals, including Key deer, alligators, turtles, and numerous species of birds. The lake is part of the National Key Deer Refuge, and worth a visit for a chance to spot the majestic and miniature endangered creatures.
Frequently Asked Questions
What types of vacation rentals are available in Cudjoe Key?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Cudjoe Key. From over 150 house rentals to over 10 cottage rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Cudjoe Key?
Yes! Work meets play with ease at over 60 vacation rentals in Cudjoe Key featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Cudjoe Key?
Four-legged friends are welcome in Cudjoe Key. Choose from more than 80 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Cudjoe Key?
Experience the best of Cudjoe Key with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Cudjoe Key house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 100 house rentals with pools in Cudjoe Key, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Cudjoe Key have wifi?
Absolutely! We offer over 150 house rentals with wifi in Cudjoe Key. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cudjoe Key have a bbq area?
Absolutely! We offer over 60 house rentals with a bbq area in Cudjoe Key. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cudjoe Key have self check-in?
Absolutely! We offer over 30 house rentals with self check-in in Cudjoe Key. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Cudjoe Key?
Cudjoe Key has more than 140 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Cudjoe Key?
Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with a bbq area, over 30 homes with self check-in, over 150 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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