Holiday rentals in Cudjoe Key
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Top-rated holiday rentals in Cudjoe Key
Guests agree: these stays 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!
28 Dec – 4 Jan
Home in Cudjoe Key
4.94 out of 5 average rating, 18 reviewsConch Cabana in Paradise 23 miles outside Key West
Sparkling clean and bright 2Bd/2Ba vacation home in Venture Out Residential Condominium! Is located on a 60' wide canal, our Dock is 35 feet. With fish clean table, cleats, bumpers and patio table with 4 chairs. Two porches for outdoor enjoyment over looking the water and front yard. Just a few steps from the pool, hot tub (please be aware that they can close the pool and hot tub for emergency/ regular maintenance without any notice), marina, store, rec hall, tennis. And 23 miles from Key West!
7–14 Jun
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
25 Jun – 2 Jul
Holiday rentals for every style
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Popular amenities for Cudjoe Key holiday rentals
Other great holiday rentals in Cudjoe Key
Home in Cudjoe Key
5.0 out of 5 average rating, 18 reviewsParadise in Cudjoe! Perfect Family Home!
10–17 Nov
Home in Cudjoe Key
4.83 out of 5 average rating, 24 reviewsKeys Island Villa - Venture Out Home 354
19–26 Dec
Home in Cudjoe Key
5.0 out of 5 average rating, 3 reviewsLatitudes-Ocean Front Pool
28 Sept – 5 Oct
Cottage in Cudjoe Key
4.91 out of 5 average rating, 74 reviewsKing Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
24 Feb – 3 Mar
Home in Cudjoe Key
4.95 out of 5 average rating, 22 reviewsCozy 2 br/2 bath home in Cudjoe
22–29 Nov
Holiday home in Cudjoe Key
5.0 out of 5 average rating, 30 reviewsBeautiful Cottage & Amenities in Gated Community
23–30 Aug
Home in Cudjoe Key
4.86 out of 5 average rating, 7 reviewsWaterfront 35’ Dock,80’ pool,20 min Key West
30 Nov – 7 Dec
Home in Cudjoe Key
4.82 out of 5 average rating, 67 reviewsTree Top Paradise
5–12 Nov
Home in Upper Sugarloaf Key
4.86 out of 5 average rating, 43 reviewsBungalows at Sugarloaf Beach - The Lighthouse
6–13 Aug
Home in Cudjoe Key
4.81 out of 5 average rating, 32 reviewsKeys getaway
19–26 Jun
Cottage in Cudjoe Key
4.94 out of 5 average rating, 52 reviewsTurtle Cove Views @ Venture Out - Waterfront
25 Feb – 4 Mar
Home in Cudjoe Key
4.83 out of 5 average rating, 18 reviewsLittle gem in a safe resort with amenities
9–16 Jul
Quick stats about holiday rentals in Cudjoe Key
Total rentals | 190 properties |
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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 | £71 before taxes and fees |
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