
Villa holiday rentals in Stock Island
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Top-rated villa rentals in Stock Island
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Eco Friendly Secluded OceanView Pool near Key West
Bring the whole family to this great place with lots of room for fun Private Secluded Ocean View & Pool Near Key West This beautiful Eco-friendly Ocean view home is away from the hustle-bustle of Key West. Welcome to this luxury deluxe vacation home that can comfortably accommodate for a large family. Come to Beautiful Key West and stay in this immaculate, beautifully furnished Home in the beautiful 2-acres green lush tropical Estates. The space Private Secluded Ocean View & Pool Near Key West This beautiful Eco-friendly Ocean view home is away from the hustle-bustle of Key West. Welcome to this luxury deluxe vacation home that can comfortably accommodate for a large family union or wedding. Come to Beautiful Key West and stay in this immaculate, beautifully furnished Home in the beautiful 2-acres green lush tropical Estates. Enjoy the peaceful surroundings while also being only 15 minutes from Key West Golf Club, the Beach, Restaurants, and Shopping. The space Our property makes an excellent location for wedding or any large party gathering, we are a very private and secluded property for you to enjoy a quiet and peaceful time. The best part is to watch the stars after sunset from our yard or pool deck area. Sleeping Arrangements: Master Bedroom: 1 King bed (sleeps 2) Second Bedroom: 1 Queen bed (sleeps 2) Third Bedroom: 1 Queen bed (sleeps 2) Fourth Bedroom: 2 Bunk beds (sleeps 2) Additional Sleeping Option: 1 Queen air mattress (available for use in the living area) We have added to all of our mattresses with an odor-neutralizing, anti-bacterial feature designed memory foam mattress to help you fall asleep easily and stay asleep throughout the night and greatly relieve back pains, and wake up feeling fully rested. We have one of the 10 best beaches (Bahia Honda) in the USA (Washington Post/Conde Nast Traveler) just a minute away from our property. If you are into *Biking * Fishing * Bicycling * Birding * Hiking * Paddling* Picnicking * Walking and Running * Wildlife Viewing * Nature Trail, then you got all, just a few minutes away Florida Keys Overseas Heritage Trail.

Harbor hideaway 50’dock 3Br/2Ba All amenities
VACA-23-42 is a charming villa that perfectly serves as your cozy retreat, featuring a private saltwater pool right by the water’s edge. There’s ample space available for your boat, trailer, and several vehicles. Enjoy our bicycles and kayaks during your stay. The property also boasts a tiki hut equipped with a commercial ice machine, grill, and a fish freezer for all your fishing needs. This unique getaway is conveniently situated near all local attractions, making your trip planning a breeze.

Isla Luna ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks
Indulge in this luxurious 4BR 4BA estate nestled on a gorgeous waterfront property in Marathon, FL. The 3-story Isla Luna offers the perfect retreat from bustling crowds with its modern design, high-end comforts, and scenic outdoors with heated pool, private dock, deck, Kayaks, Bikes, and Pac-Man arcade. ✔ 4 Comfortable BRs ✔ Open Design Living ✔ Chef's Kitchen ✔ Heated Pool ✔ Yard (BBQ, Games, Bikes, Kayaks) ✔ 42ft Dock (Fishing Station, Water) ✔ 3 Decks ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Parking

Aqua Verde ~ Waterfront Lux Gem ~ Dock ~ Game Room
Welcome to this stunning brand-new 3BR 3BA waterfront retreat in Marathon, Florida Keys. This vibrant two-story canal-front home offers the perfect blend of modern luxury and island living with its contemporary design, heated pool, game room, and private 50-foot dock with direct ocean access. ✔ 3 Spacious BRs ✔ Open Concept Living ✔ Full Gourmet Kitchen ✔ Heated Swimming Pool ✔ Game Room (Foosball, Arcade, Dominoes Table) ✔ Waterfront Yard (BBQ, Outdoor Dining) ✔ 50ft Private Dock (Fishing Stat

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc
Wake up to breathtaking water views at our 4-bedroom, 3-bathroom villa. Enjoy the 1800 sq ft layout, fully equipped kitchen w/stainless steel appliances, and granite countertops. Sleeps 10 with memory foam beds. Outside, relax by your private heated pool (winter) and tiki-shaded area. Fish from the 32' dock or use the BBQ gas grill. Includes 2 kayaks, 2 paddleboards, and 4 adult bikes for a 5-minute ride to Sombrero Beach. Exterior cameras for security. Vacation License #VACA-22-40. Book now!

Howard House on the Sea
Oceanfront coastal elegant 10.5 feet from door to ocean with an extraordinary, unobstructed view of sunrises. Dock your 30’ boat here. Designed to make you feel like it’s your home from the minute you walk in the door. Fresh,clean and fabulously landscaped. Gourmet kitchen. Kayaks. Pool. Hot tub, tennis/pickle ball courts, washer/dryer, high speed internet and smart TV. Only 20 minutes north of key west. Fish off the dock! $100 gift card to Square Grouper or Broils for 7 or more night stay

Canal Front! TV By Pool, Dock, Paddleboards, Kayak
This beautiful 4 bedroom, 3 bath home (duplex) is less than 2 minutes from Sombrero Beach just down the street (oceanfront) and less than 15 minutes to open water! The living room has a sleeper sofa (linens provided). Private pool with outdoor tv on the patio, dock (shared with unit 2), 2 bikes, 2 kayaks, 2 paddleboards, bait freezer, gas grill! Private dock that can accommodate up to a 30' boat. Four parking spots for your cars and boat trailer (covered parking for 2). Only ONE boat allowed.

5% Off Thru January - 4Bed 3Bath! Tiki Hut w/ TV!
Dockside Retreat! Rent one side or both! This 4 bedroom 3 bath canal front home has a private pool, private dock, fish cleaning station, green light under at the dock, two kayaks, two bikes, and a Tiki Hut for the ultimate Keys vacation! With plenty of parking for vehicles and a boat trailer, a well-stocked vacation rental with everything you need, a neighborhood beach just down the street and located at mile marker 55, in the heart of Marathon, Dockside Retreat is your perfect vacation spot!

Sol Island ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks
Indulge in this luxurious 4BR 4BA house nestled on a gorgeous waterfront property in Marathon, FL. This 3-story estate offers the perfect retreat from bustling crowds with its modern design, high-end comforts, and scenic outdoors with heated pool, private dock, rooftop deck, and Pac-Man arcade. ✔ 4 Comfortable BRs ✔ Open Design Living ✔ Chef's Kitchen ✔ Heated Pool ✔ Yard (BBQ, Games, Bikes, Kayaks) ✔ 36ft Dock (Fishing Station, Water) ✔ 3 Decks ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Parking

(#4)Beautiful 4 Bed 3 Bath Pool Home w Free Dock
#4: A WAVE💦 FROM IT ALL (Partial Ocean View Property-approximately 150 ft from beach entrance)🌸 Totally Private😉- Turn-Key and fully Stocked- Single Family Home 4BR/3BA with your own Heated-Cooled Private Swimming Pool 🤿and BBQ Patio. Includes Private Guest Beach🏖 with Kayaks and Paddle boards and Private powered ⛵Boat Dock right on the Gulf of Mexico! 🌅🥂 Kick back and completely🍷 relax in our Beautiful and 🍹comfortable home! Perfect for 🍻Adults and kids of all Ages!

Beachfront • Heated Pool • Hot Tub • Oceanview
Welcome to your slice of paradise in Cudjoe Key! This two-story Oceanview villa combines tropical serenity with modern comfort, perfect for families, couples, or friends. Enjoy a private heated pool and spa, spacious living areas, and breathtaking Atlantic views from the master suite. Whether you’re exploring Key West or relaxing under the sun, every moment here feels like pure vacation bliss.

Coral Palm by AvantStay | Mins From DT Key West
- Shared Pool - Located in the private gated community - >5 miles from downtown Key West - Private porch & outdoor dining space
Popular amenities for Stock Island villa rentals
Private villa rentals

Villa Sombrero

Eco Friendly Secluded OceanView Pool near Key West

Harbor hideaway 50’dock 3Br/2Ba All amenities

Sol Island ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

(#4)Beautiful 4 Bed 3 Bath Pool Home w Free Dock

Howard House on the Sea

Canal Front! TV By Pool, Dock, Paddleboards, Kayak
Luxury villa rentals

Beachfront • Heated Pool • Hot Tub • Oceanview

(#4)Beautiful 4 Bed 3 Bath Pool Home w Free Dock

Eco Friendly Secluded OceanView Pool near Key West

Harbor hideaway 50’dock 3Br/2Ba All amenities

Coral Palm by AvantStay | Mins From DT Key West

Aqua Verde ~ Waterfront Lux Gem ~ Dock ~ Game Room
Villa rentals with a pool

Villa Sombrero

Eco Friendly Secluded OceanView Pool near Key West

Harbor hideaway 50’dock 3Br/2Ba All amenities

Sol Island ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

(#4)Beautiful 4 Bed 3 Bath Pool Home w Free Dock

Howard House on the Sea

Canal Front! TV By Pool, Dock, Paddleboards, Kayak
Quick stats about villa rentals in Stock Island

Nightly prices starting at
Stock Island holiday rentals start at $847 AUD per night before taxes and fees

Verified guest reviews
Over 100 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Stock Island rentals

4.9 Average rating
Stock Island stays are highly rated by guests—averaging 4.9 out of 5!
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- Sombrero Beach
- Smathers Beach
- Calusa Beach & Loggerhead Beach
- Bahia Honda State Park
- Long Beach
- Florida Keys Aquarium Encounters
- Sunset Park
- Fort Zachary Taylor Historic State Park
- Southernmost Point
- Key West Butterfly & Nature Conservatory
- Seven Mile Bridge
- Key West Lighthouse Museum
- Ernest Hemingway Home & Museum
- The Turtle Hospital
- Boyd's Key West Campground




