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Keezy Vacation Rentals

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Cudjoe Key, FL
Keezy Vacation Rentals

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Contact information, map and directions, contact form, opening hours, services, ratings, photos, videos and announcements from Keezy Vacation Rentals, Vacation Home Rental, 701 Spanish Main Drive, Cudjoe Key, FL.

Keezy Vacation Rentals offers luxurious properties in the Florida Keys with stunning views and easy access to local attractions, focusing on excellent service and memorable experiences for guests.

10/08/2026

Your next Florida Keys getaway just got even better! ☀️

We’re offering 25% OFF select RV rental lots in Venture Out on Cudjoe Key throughout October and November!

Whether you’re looking for a waterfront lot with canal access or a comfortable spot to park your RV while exploring the Keys, we have several options to choose from.

Located inside the gated Venture Out community, guests enjoy resort-style amenities including:

- Oceanfront heated saltwater pool & jacuzzi
- Marina with boat launch, fuel dock & convenience store
- Pickleball, tennis, bocce & basketball courts
- 4 miles of paved streets for walking and biking
- Recreation areas, playground & community activities
- Just 19 miles from Key West!

FALL SPECIAL:
Enjoy 25% OFF select RV lots for stays during October and November!

❄️ WINTER AVAILABILITY NOTICE:
Our RV rental lots are unavailable for the winter months of January 1 – March 31, so now is a great time to plan your fall getaway!

Bring your RV, soak up the Florida sunshine, and enjoy everything the Lower Keys have to offer. 🌴

📲 Contact Kim for pricing, availability & reservations:

📞 (305) 315-6197
🌐 https://keezyvacationrentals.com

Realtor® with Expert Realty | Owner of Keezy Vacation Rentals

09/30/2026

Ready to trade everyday life for ocean views and days on the water? 🌊

This beautiful 2-bedroom, 2-bathroom oceanfront retreat sleeps up to 4 guests and gives you the perfect home base for experiencing the Florida Keys.

Wake up to waterfront views, spend the day fishing or boating from your private boat dock, cool off in the heated pool, and come home to all the comforts you need for a relaxing stay.

🏡 Inside #214 you’ll enjoy:
• 2 bedrooms & 2 full bathrooms
• Fully equipped kitchen
• WiFi & air conditioning
• Washer & dryer
• Beautiful waterfront setting

🚤 Bringing the boat? Even better. Having your own dock means your next day on the water can start right outside your vacation home.

Located in Venture Out on Cudjoe Key, you’ll also be surrounded by the laid-back island lifestyle and community amenities that make this such a special place to stay.

Whether your perfect Keys vacation involves fishing, boating, lounging poolside, or simply waking up beside the ocean, #214 is waiting for you. ☀️

📲 Contact Kim for pricing & availability:
📞 (305) 315-6197
🌐 https://keezyvacationrentals.com/en/oceanfront-heated-pool-boat-dock-upscale-214

Realtor® with Expert Realty | Owner of Keezy Vacation Rentals

09/28/2026

It’s time for your oceanfront vacation 🏝️

This stunning 2 bed / 2 bath retreat sleeps 4 and sits right on the water with unobstructed views of the Atlantic Ocean. Whether you’re here to relax or ready for adventure, this home is designed to be your perfect Keys getaway.

⚓️ Highlights include:
• 54-foot private seawall – ideal for docking your boat
• High-end kitchen with stainless steel appliances
• 3 Smart TVs for your streaming nights
• Quick ocean & Gulf access
• Beautiful interior finishes and open layout

Located in the secure, gated community of Venture Out, just 19 miles from Key West, where you’ll enjoy:
• Oceanfront heated saltwater pool 🏊‍♀️
• Marina with convenience store, fuel dock, and boat launch 🚤
• Pickleball, tennis, bocce & basketball courts
• 24/7 gated security and vibrant community vibes

📲 Contact Kim for details and booking:
🌐 https://keezyvacationrentals.com/en/tiki-time-in-cudjoe-key-136
📞 305-315-6197
Realtor with Expert Realty

09/25/2026

Escape to your own Blue Heaven! 🌊

Whether you’re searching for sun or planning your next getaway, this waterfront gem in Cudjoe Key is the perfect place to unwind.

Blue Heaven #99
Sleeps 6 | 2 Bedrooms | 4 Beds | 2 Bathrooms

- Just 4 lots from open water, this stilted retreat features:
- 35’ private seawall w/ swim ladder – perfect for boating or a dip
- Outdoor seating area for cocktails + golden-hour views
- Bright open layout, two full baths, and room for the whole crew

Plus, enjoy resort-style amenities:
- Heated oceanfront pool & hot tub
- Pickleball, tennis, bocce, basketball
- Marina, fuel dock, boat ramp & convenience store
- 4 miles of paved roads for biking & walking

Only 19 miles from the heart of Key West, you get the island serenity and the nearby fun.

Your boat, your beach towel, and your holiday spirit are all you need.

📲 Contact Kim to book or inquire about availability:
🌐 keezyvacationrentals.com/en/blue-heaven-in-cudjoe-key-99
📞 (305) 315-6197
Realtor at Expert Realty

09/21/2026

Looking to buy, sell, or vacation in Venture Out on Cudjoe Key? Work with someone who knows the community. 🌴🏡

Meet Kim, your Venture Out Expert.

With 10 years of experience in Venture Out, and as an owner here myself, I bring firsthand knowledge of this unique waterfront community to every client I works with.

As a Realtor with Expert Realty, I help buyers and sellers navigate real estate opportunities throughout Venture Out and the Florida Keys! From waterfront homes and investment properties to RV and buildable lots.

I am the owner of Keezy Vacation Rentals, managing vacation properties right here in Venture Out. That means my experience goes beyond buying and selling.
I truly understand the community from both the real estate and vacation rental sides.

Whether you’re looking to:

• Sell your Venture Out property
• Find your own piece of paradise
• Purchase a vacation or investment property
• Explore transient-rental opportunities
• Book a stay and experience Venture Out for yourself

I am here to help.

When it comes to Venture Out, local experience matters.

📲 Contact Kim today:
📞 (305) 315-6197
🌐 KeezyVacationRentals.com

Kim | Realtor with Expert Realty
Owner of Keezy Vacation Rentals
10 Years of Venture Out Experience

09/18/2026

This fully furnished Palm Harbor 2 Beds, 2 Baths, 864 SqFt home in the desirable Venture Out community is not only a dream vacation spot but your escape to paradise 🏝️

Highlights include:
• 2 bedrooms + 2 full bathrooms
• Open-concept living with high ceilings & tile throughout
• Updated kitchen with full line of new appliances
• Relaxing patio surrounded by lush landscaping
• Parking for 1 vehicle + pet friendly (2 allowed!)

Community Amenities:
• Oceanfront heated saltwater pool & jacuzzi
• Marina with fuel dock + boat launch
• Pickleball, tennis, basketball, bocce courts
• Playground, convenience store & 24/7 gated security
• Just 19 miles from Key West!

📲 Contact Kim for details:
🌐 https://keezyvacationrentals.com/en/paradise-palms-in-cudjoe-key-635
📞 305-315-6197
Realtor with Expert Realty

09/17/2026

Come enjoy island life with all the comforts of home! 🏝️

Salty Sisters is your home away from home with a stunning waterfront view, 1-bedroom, 1-bath in Cudjoe Key.

It offers a 35’ dockwall with quick access to the Atlantic or the Gulf.🌊

Start your mornings on the private screened-in porch, the perfect spot to sip coffee, feel the ocean breeze, and plan your day in paradise. ☀️

Inside, the living area offers plenty of comfortable seating along with a sleeper sofa for additional guests, making it ideal for couples or small families.

The fully equipped kitchen includes all the amenities of home, so you can enjoy everything from quick breakfasts to fresh-caught seafood dinners after a day on the water.

🚤 Boater’s dream location! With a 35’ dockwall, you’ll have direct canal access and be just minutes from both the Atlantic Ocean and the Gulf of Mexico.

Guests also enjoy access to Venture Out, a private gated resort-style community featuring:
• On-site marina with fuel & convenience store
• Two boat launch lanes & boat washdown area
• Large heated/cooled swimming pool & kiddie pool
• Jacuzzi & saltwater swimming lagoon with tiki huts
• Lighted tennis, pickleball, basketball & bocce courts
• Recreation center with ping pong, pool tables & darts
• Golf cart-friendly community for easy exploring

Located near restaurants, shopping, and nightly entertainment, Salty Sisters is the perfect home base for your Florida Keys adventure.

📲 Book your stay and experience island life the way it’s meant to be lived.
🌐 https://keezyvacationrentals.com/en/salty-sisters-342
📞 Contact Kim at (305) 315-6197

Realtor with Expert Realty

09/15/2026

This could be your Oceanfront Paradise 🌊

📍 701 Spanish Main Dr #265, Cudjoe Key, FL
$879,000 | 🛏 2 Beds | 🛁 2 Baths | 📐 816 SF

Welcome to a truly spectacular oceanfront gem offering an unbeatable 98’ of seawall frontage, 72’ along a protected canal + 26’ of open Atlantic Ocean views. This is coastal living at its finest!

- Heavy-duty dock posts + cleats for your boat
- Spacious patio for sunrise coffees & moonrise cocktails
- Windows galore fill the home with natural light
- Primary suite opens to covered porch with breathtaking ocean views
- Metal roof, central A/C, tile floors, accordion shutters & more!

Located in the gated Venture Out community, just 19 miles from Key West, with resort-style amenities:

- Heated saltwater pool & hot tub
- Marina, fuel dock & boat ramps
- Tennis, pickleball, bocce & basketball
- Clubhouse, playground, convenience store & more!

📲 Contact Kim today for details or to schedule a private showing
🌐 https://kim.keywestexperts.com/holp/listings/204/618239?key=Yp6nq6NeYmqdrqWial5ipK6ppg==
📞 305-315-6197
Realtor with Expert Realty

Address

701 Spanish Main Drive
Cudjoe Key, FL
33042

Opening Hours

Monday	9am - 5pm
Tuesday	9am - 5pm
Wednesday	9am - 5pm
Thursday	9am - 5pm
Friday	9am - 5pm

Telephone

+13053156197

Website

http://keezyvacationrentals.com/

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