
Vacation rentals with beach access in Cudjoe Key
Find and book unique beach access rentals on Airbnb
Quick stats about vacation rentals with beach access in Cudjoe Key

Total vacation rentals
Explore 50 vacation rentals in Cudjoe Key

Nightly prices starting at
Cudjoe Key vacation rentals start at €61 per night before taxes and fees

Verified guest reviews
Over 2,040 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Cudjoe Key vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cudjoe Key rentals

4.8 Average rating
Cudjoe Key stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated beach access rentals in Cudjoe Key
Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

ATLANTIS...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!
4.89 out of 5 average rating, 178 reviews
Beautiful Cottage & Amenities in Gated Community
Our comfortable, beautifully decorated two bedroom/two bathroom home with full sized kitchen is located in the Venture Out gated community. This is the perfect place if you are looking for peace in a quiet, family friendly, safe environment. Amenities include on-site convenience store, saltwater pool, spa, tennis courts, pickleball courts, a marina with marine fuel, double wide boat ramps, pool table, ping-pong, and much more, in a gated 24-hour security resort. All guests must be registered.
4.97 out of 5 average rating, 131 reviews
Captain’s Quarters Ahoy Mateys! Florida, Keys
This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.
4.93 out of 5 average rating, 154 reviews
Amazing Ocean Front Views Key Colony Beach
Everything is brand new in this gorgeous condo with amazing oceanfront views. #40 has two queen beds, well equipped kitchen with full-size appliances and everything you need to cook & serve meals. Fast, reliable WiFi, large SmartTV. Super cold new A/C unit Enjoy stunning views of sunrise from your private balcony & sunsets next door at Sunset Park. Heated pool, beach BBQs & tiki huts for guest use We are centrally located to awesome Keys adventures just a few miles drive from the condo.
4.96 out of 5 average rating, 285 reviews
Fully renovated 2/2 bath condo w/ shared pool!
**Brand New Listing** Welcome to Captains Choice - The NICEST Unit at Sunrise Suites Key West, unit 302. Tropical winds, sunset views and Key West charm await when you book your stay in this gorgeous completely renovated two bedroom, two bathroom condo "Captain's Choice". Highlights include: Smart TVs in each room Keurig & drip coffee New stainless appliances In-unit, full size washer/dryer Located near restaurants, a convenience store, Beach, beach towels One parking space, no charge
4.95 out of 5 average rating, 212 reviews
Cudjoe Key OCEANFRONT 2B/2B in gated community!!
Pets are not allowed. Sparkling clean and beautifully remodeled 2Bd/2Ba vacation home that features OPEN WATER views with great boating access to the ocean or gulf! This waterfront paradise features a 35' concrete seawall. There is a resort usage fee of $125 payable upon arrival to Venture Out. Pre-registration form of guests must be completed prior to stay or when checking in at the security gate. Check out my other property right next door! airbnb.com/h/islandtherapy46444432
4.81 out of 5 average rating, 114 reviews
The Lighthouse - Beach Houses Key West
If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.
4.93 out of 5 average rating, 134 reviews
Waterfront Sanctuary in the Keys!
Your WATERFRONT Keys getaway!! Updated appliances & fixtures, this 2BR/2BA elevated property won’t disappoint! Fully stocked kitchen/bathrooms. Never ending activities for your group at the Venture Out Resort- 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!
4.88 out of 5 average rating, 162 reviews
Poolside Cottage #411
Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of Key West. This secluded, waterfront oasis includes outdoor pools, hot tub, on-site marina and boat dock. There's also a new bar & grill, Gumbo's, in the resort. When you want to get out and explore KW, you're only minutes from beaches, the Seaport and world famous Duval Street! Bikes, kayaks, paddle boards and golf carts can be rented locally
4.93 out of 5 average rating, 241 reviews
Ocean front classic keys cottage
This classic keys cottage is tucked among the palm trees on the open water of Niles Channel. Enjoy the breathtaking sunrises and romantic moonrises, seabirds,dolphins, and a nearly south-easterly breeze. This lovely hideaway is next to last home on dead end street, this 3 BRs, 2 baths ground level home has a large kitchen and Master suite. this location is only 30 minutes from the historic key west, close to restaurants and a nearby marina.
4.95 out of 5 average rating, 20 reviews
*Emerald Seas*-Florida Keys Ocean Front Paradise!
Welcome to our Florida Keys Ocean Paradise, Emerald Seas! Truly a special place to get away and relax. Enjoy the crystal-clear waters and amazing views. Bring or rent a boat, look for sea turtles, manatees, dolphins, lobster & tropical fish right from your patio or dock. Take in a glorious sunrise or moonlit night over the water. The amazing, 180 degree panoramic ocean views will take your breath away every moment you are there.
4.88 out of 5 average rating, 136 reviews
Betty's Place
Welcome to our charming 2-bedroom, 2-bathroom getaway, nestled in the tropical surroundings of Cudjoe Key, which is located 20 miles from Key West, the most southern point in the United States. This cozy retreat offers the perfect blend of comfort and convenience, ideal for couples, families or a group of friends looking to explore the beauty of the Florida Keys.
4.92 out of 5 average rating, 122 reviewsPopular amenities for Cudjoe Key beach access rentals
Apartment rentals with beach access

Starr's Suite - 2 person K Suite w/Private Spa!
4.92 out of 5 average rating, 340 reviews
Key West Beachside 1400sf, 2 Bedroom Condo
4.9 out of 5 average rating, 168 reviews
Duval Balcony - Suite Mischief
4.88 out of 5 average rating, 815 reviews
KW Luxury 2/2 Beachfront resort Tropical Oasis
4.92 out of 5 average rating, 201 reviews
Beachside Unit 22 - Private Beach on Atlantic
4.86 out of 5 average rating, 153 reviews
Waterfront Suite | Pool & Tiki Bar
5.0 out of 5 average rating, 31 reviews
2 Bdrm Oceanfront Complex Private Beach & Pool
4.93 out of 5 average rating, 41 reviews
Quiet Canalfront Retreat • Near Sombrero Beach
4.93 out of 5 average rating, 15 reviewsHouse rentals with beach access

Private Pool Tropical Oasis - Centrally Located
5.0 out of 5 average rating, 119 reviews
Waterfront Cozy Modern Retreat w/Deep Canal
4.9 out of 5 average rating, 193 reviews
Florida Keys Resort-Style Home w/ Pool & Dock 5/3
4.95 out of 5 average rating, 152 reviews
Waterview from three sides, Cabana Club, 30' Docks
4.85 out of 5 average rating, 189 reviews
Waterfront Oceanside, 60 Ft Dock, As seen on HGTV
5.0 out of 5 average rating, 126 reviews
Jan. Disc, Waterfront Retreat/Dock/Pool/golf cart,
4.97 out of 5 average rating, 30 reviews
Cozy 2 br/2 bath home in Cudjoe
4.88 out of 5 average rating, 91 reviews
Blue Palms Retreat
4.94 out of 5 average rating, 18 reviewsCondo rentals with beach access

Beach Club Ocean Front 2BR Condo
4.93 out of 5 average rating, 185 reviews
Affordable Beachfront Luxury Condo Sleeps 6
4.78 out of 5 average rating, 315 reviews
Villa 5087 on Duck Key BOAT SLIP available
4.88 out of 5 average rating, 112 reviews
Standard Suite at Sugarloaf Key Hotel
5.0 out of 5 average rating, 6 reviews
Private Beach in Marathons Key Colony Beach
5.0 out of 5 average rating, 29 reviews
*New* Turtles Pace-Private Beach
5.0 out of 5 average rating, 23 reviews
*NEW* Private Beach, pool & fully loaded kitchen
4.93 out of 5 average rating, 41 reviews
Paradise found! Sea-Esta Condo beach and pool.
4.96 out of 5 average rating, 52 reviewsWhen is the best time to visit Cudjoe Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €277 | €303 | €346 | €267 | €232 | €247 | €257 | €235 | €199 | €232 | €246 | €298 |
| Avg. temp | 21°C | 22°C | 24°C | 25°C | 27°C | 29°C | 30°C | 30°C | 29°C | 27°C | 25°C | 23°C |
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- Rentals with beach access Monroe County
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- Rentals with beach access United States
- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- Southernmost Point
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Key West Butterfly & Nature Conservatory
- Key West Lighthouse Museum
- Boca Grande Key
- Conch Key
- Mel Fisher Maritime Museum
- Truman Little White House
- Key West Aquarium
- Curry Hammock State Park





