
Vacation rentals with a hot tub in Cudjoe Key
Find and book unique hot tub rentals on Airbnb
Top-rated hot tub rentals in Cudjoe Key
Guests agree: these hot tub rentals are highly rated for location, cleanliness, and more.

Tropical Heron Hideaway w/ Hot Tub + Pool
Welcome to our unique and charming Airbnb. This cozy retreat offers the perfect blend of comfort and style, featuring a private porch where you can relax and enjoy the island breeze. Take a dip in the refreshing pool or unwind in the private hot jacuzzi after a day of exploring. Enjoy cooking a delicious meal on the grill, and experience a peaceful stay in a one-of-a-kind space. Whether you're here to relax or explore, our home provides everything you need for an unforgettable Key West getaway!

King MSTR, SS Quartz Kitchen, Bikes Kayaks, VIEWS!
Updated waterfront 2BR/2BA with King Master, 2nd Queen and pullout couch. 35' seawall—bring your boat! Enjoy a fully stocked quartz kitchen with stainless appliances. Located in Venture Out, a quiet, family‑friendly gated resort with fishing, lobstering, pools, hot tub, pickleball, tennis, basketball, rec center, bikes, kayaks, and SUPs. Between Key West (20 mi) and Marathon. Free WiFi; Roku TVs in both bedrooms and living room. Kayaks, SUPs and storage area with extra fridge and bait freezer.

Family House, 2 K BR's, Private Spa/Deck, 2 pools.
The Historic Family House is decorated in a light, Caribbean motif. It is a Cigar Maker's Cottage from 1880's. 2 K memory foam beds upstairs w/32” Smart TV's, Q sleeper sofa (memory foam mattress) in LR with 56” Smart TV. Bring your Netflix, Amazon or other UN and PW for your favorite programming. Bose blue tooth speakers and Alexa's. 1/2 bath up, full bath down plus an outdoor private shower. Full kitchen! Perfect for Families! Private rear deck with new 6 person Jacuzzi. 2 heated pools!

Gorgeous Ocean View in Paradise, Close to Key West
This is paradise! Wake up to a gentle breeze and birds singing just outside your balcony. Watch the sunrise over the ocean and mangroves from your private balcony. Enjoy your privacy as you start your day, then venture out to explore all that Key West has to offer: water sports, quaint shops, delicious food, history all around you, and so much more! On property features: Pool, Hot Tub, Yellowfin Bar & Kitchen and Parking. Beach supplies included: Coolers, Snorkel Gear and Beach Towels.

Ocean~View w/ Dock, Pool, Kayaks, King Bed
Experience waterfront luxury in Venture Out on peaceful Cudjoe Key! Enjoy stunning Atlantic Ocean views, amazing sunsets, a 35' canal-front seawall, kayaks, bikes, outdoor shower, fish cleaning station & bait freezer. Keep your boat at the house and reach the Atlantic or Gulf in minutes. Near Key West, this updated Keys getaway includes resort amenities: heated pool, hot tub, pickleball courts, boat launch & store. Prime dates go fast, especially lobster season in August, so book now!

Tiki Time! Private Pool~Tiki Hut~Kayaks~Grill!
Tiki Time ~ your private paradise in beautiful Marathon, heart of the Florida Keys! This is the perfect place for a family vacation or relaxing getaway. Gorgeous 3BR home with your own private salt water pool, Tiki Hut, space to park a 30' boat/trailer, and ocean views from the balcony~Kayaks, grill, beach toys await you for your beautiful day in the Florida Keys! Less than 5 min to Sombrero Beach, Dining & Local Bars! Experience the Florida Keys like a local and book Tiki Time today!

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!

Spanish Queen @Venture Out
Experience the beautiful Florida Keys and stay at the popular Venture Out Private Community at Cudjoe Key. Newly furnished two-bedroom, 2 bath stilt home checks all the boxes for the ultimate Florida Keys Vacation. Sun- filled open floor plan allows family to spend the their precious time together cooking and entertaining. Two-2 person kayaks and 4 bikes included *** Please note that guests must pay a resort entry fee of $125 directly to security upon entry into the park***

Tiki Time in Cudjoe Key 136
Open water, upscale Oceanfront Retreat! This waterfront gem offers amazing views of the Atlantic Ocean and is the perfect getaway for your next vacation in Paradise. This 2 bedroom, 2 bathroom vacation home is equipped with everything you need to unwind and relax. Offering a high end kitchen, stainless appliances, three smart tv's and a 54-foot seawall to dock your boat. VO COMMUNITY REGISTRATION FEE OF $125.00 IS DUE UPON ARRIVAL IN CASH OR CREDIT CARD ONLY.

Palm Breezes! Room for Everyone on the Ocean.
This 5 bedroom 3 bath house with pool on Ocean front property on Highway 1.. This lovely home has its own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Grill, Jacuzzi. Full WiFi. TVs in every bedroom! Travel down our private dock way to the beautiful Cudjoe Bay, hop one of the many kayaks and take a healthy paddle with your friends/family or just enjoy the breathtaking ocean view while you sit on the porch.

Happy Hibiscus Home
Find your Florida Keys getaway at “Happy Hibiscus Home,” a 2-bedroom, 1-bathroom vacation rental house which sleeps 4 in Cudjoe Key. Located in the Lower Keys, just minutes away from Key West and Marathon. This home is in Venture Out, a gated 24-hour secured park. Amenities include an olympic size heated swimming pool, hot tub, ocean pool, boat launch, marina with store, tennis courts, basketball courts, pickle ball courts, and much, much more.

Waterfront, Dock, Pool, Pickleball, near Key West!
Welcome to “The Barnacle” your waterfront home in the Florida Keys! Dock your boat behind this charming two bedroom home with 35’ sea wall! We have direct access to some of the best fishing, snorkeling and diving in the Keys! Beautiful neighborhood loaded with amenities. Bring a pole and fish from the dock! Relax, enjoy and have a wonderful vacation experience. Visit YouTube “The Barnacle at Venture Out”. Swim, Fish, Dive …Repeat!
Popular amenities for Cudjoe Key hot tub rentals
House rentals with a hot tub

Waterfront with Boat Lift/Kayaks and Hot Tub

Pelican's Roost, Waterfront comfort at Venture Out

Experience the Ultimate Florida Keys Getaway.

Wonderful Chalet - 20 miles from Key West

Beach House in Marathon with Amazing Backyard!

Ocean Front Home in Great Location

4BR 3B, Heated Pool & Spa, 60' Dock

P01 - New 3 bed, 3 bath with private pool
Villa rentals with a hot tub

Florida Keys 3BR w/ Perks – No Hidden Fees

Seas the Keys Getaway with plunge pool/spa

3BR Premium Duck Key Villa | Pool + Garden Patio

Saltwater Social ~ Game Room ~ Pool ~ Dock ~ Views

Spacious 3BR Villa in Duck Key | Fishing + Pools

Canal/Dock - Cabana Club - Pickleball - Remodeled

Villa in Paradise. Plunge pool. Middle of the Keys

Howard House on the Sea
Other vacation rentals with a hot tub

Private Home,Hot Tub,BBQ.Boat & RV Parking FL Keys

Best Resort in Key West, 2BD/2BA

Sunset Harbor 2 bed Ocean views!

Villa Serenity At Sombrero Private Pool Spa Dock

Newly Renovated 2/2 Bath Condo, with shared pool

Oceanfront with Pool near Sombrero Beach

Waterfront 2-bedroom Home w/Pool and Spa

Castillo Del Mar- Ocean access from your backyard
When is the best time to visit Cudjoe Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,109 | ﺩ.ﺇ1,120 | ﺩ.ﺇ1,212 | ﺩ.ﺇ948 | ﺩ.ﺇ900 | ﺩ.ﺇ914 | ﺩ.ﺇ951 | ﺩ.ﺇ918 | ﺩ.ﺇ804 | ﺩ.ﺇ782 | ﺩ.ﺇ878 | ﺩ.ﺇ1,047 |
| 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 |
Quick stats about vacation rentals with a hot tub in Cudjoe Key

Total vacation rentals
Explore 200 vacation rentals in Cudjoe Key

Nightly prices starting at
Cudjoe Key vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 5,330 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Vacation rentals with a pool
200 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
160 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!
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- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- The Turtle Hospital
- Key West Butterfly & Nature Conservatory
- Florida Keys Aquarium Encounters
- Fort Zachary Taylor Historic State Park
- Dolphin Research Center
- Boyd's Key West Campground
- Southernmost Point
- Key West Lighthouse Museum
- Boca Grande Key
- Mel Fisher Maritime Museum
- Curry Hammock State Park





