
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
Waterfront House with 37 ft Dock & Cabana Club
Right in the middle of the action between Miami and Key West. This 2/2 house has been nicely renovated and furnished with new stainless kitchen appliances and a gorgeous granite countertop. Comfortable outside/inside living space perfect for a getaway in paradise. Walk out to the porch and backyard, and you will be engulfed by the beauty of the sunset views while lying on the cozy hammock. It features lots of outdoor entertaining: fishing, paddling, BBQ or just plain hanging out in the shade.
4.98 out of 5 average rating, 129 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
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
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, 161 reviews
Private Pool Tropical Oasis - Centrally Located
Centrally located in the Florida keys, this beautiful three-bedroom home is steps away from fishing, restaurants, boat rentals and water sports. The property features a private and lush backyard filled with your own private pool, loungers and outdoor games. In the evening, unwind with a refreshing drink under the outdoor lighting or in the heated pool. The villa includes a high chair, pack and play, bed rails, booster seat, baby gate and kids dishware.
5.0 out of 5 average rating, 119 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
Coco Plum Waterfront Hideaway Home in Marathon
This Coco Plum home is the ultimate family getaway! With four bedrooms, two bathrooms, a modern living room with a 4K TV and surround sound, and an outdoor area that includes a fire pit, outdoor dining, and outdoor living space. The boat dock and breathtaking sunset views make this the perfect home for your fishing adventures. Beautiful Coco Plum beach is just a ten minute walk away. Make this home your next island adventure.
4.94 out of 5 average rating, 122 reviews
4BR 3B, Heated Pool & Spa, 60' Dock
Enjoy breathtaking views of the Gulf and Ocean from the screened in patio of this beautiful 4 BEDROOM/3 BATH canal front home. Bring your boat to the 60' dock on a 200' wide canal just 10' away from the Ocean. Relax by the pool/spa area after a day of fishing. A pool heater is offered as an option for your convenience. Please inquire about water heater fee and operating instructions before booking. (VR Lic # PLR2020-00104)
4.95 out of 5 average rating, 108 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 reviews
Paradise found
Located on Stock Island this 3 bedroom home is only 8 minutes from Duval street. Walking distance to several great restaurants. Gated community with a gym and large resort style swimming pool. Queen bedroom on first floor with full bath. Second floor King room with private full bath. 3rd bedroom as two twin beds beds with private full bath.
4.94 out of 5 average rating, 159 reviewsPopular amenities for Cudjoe Key beach access rentals
Apartment rentals with beach access

Key West Beachside 1400sf, 2 Bedroom Condo
4.9 out of 5 average rating, 168 reviews
Sunset Suite-Historic 2 BR, K/Q, Sleeps 4, Spa!
4.92 out of 5 average rating, 283 reviews
KW Luxury 2/2 Beachfront resort Tropical Oasis
4.92 out of 5 average rating, 201 reviews
Duval Balcony - Suite Mischief
4.88 out of 5 average rating, 814 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
OCEAN community, perfect condo
5.0 out of 5 average rating, 18 reviews
2 Bdrm Oceanfront Complex Private Beach & Pool
4.93 out of 5 average rating, 41 reviewsHouse rentals with beach access

Latitudes-Ocean Front Pool
4.75 out of 5 average rating, 20 reviews
Oceanside home 111, dock,kayaks,bikes,pool,fishing
4.97 out of 5 average rating, 33 reviews
Serenity Now Seaside Escape - Brand New Build!
4.95 out of 5 average rating, 21 reviews
Cozy 2 br/2 bath home in Cudjoe
4.88 out of 5 average rating, 91 reviews
Salty Dog Shack #335 - Ocean Views! Kayaks & Bikes
4.86 out of 5 average rating, 7 reviews
Waterfront home in florida keys 35’ dock for boat
5.0 out of 5 average rating, 15 reviews
Beach House, Private Pool, Dock, Gulf View Sunsets
4.93 out of 5 average rating, 82 reviews
A Paradise Point by Sombrero Beach
5.0 out of 5 average rating, 10 reviewsCondo rentals with beach access

Amazing Ocean Front Views Key Colony Beach
4.96 out of 5 average rating, 285 reviews
Fully renovated 2/2 bath condo w/ shared pool!
4.95 out of 5 average rating, 212 reviews
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
*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 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 |
Destinations to explore
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- Waterfront rentals Cudjoe Key
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- Rentals with a hot tub Cudjoe Key
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- Family-friendly rentals Cudjoe Key
- Beachfront rentals Cudjoe Key
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- Villa rentals Cudjoe Key
- Pet-friendly rentals Cudjoe Key
- Rentals with pools Cudjoe Key
- Cottage rentals Cudjoe Key
- Rentals with beach access Monroe County
- Rentals with beach access Florida
- 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





