
Villa holiday rentals in Stock Island
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Top-rated villa rentals in Stock Island
Guests agree: These villas are highly rated for location, cleanliness and more.

Refreshed & Elevated Indigo Reef Luxury Villa 15,
Sunset Villa is a Lux 3 BD, 2.5 BA marina home and a 31 ft dedicated boat slip located in the most exclusive townhome village on the island of Marathon in the Florida Keys. Newly remodeled to a casual coastal elegance by a professional designer, this private home shines. Sunset Villa has everything for a perfect island vacation: resort pool, 31 ft boat slip, gym, on site parking, lush grounds, and a designer villa. We also provide access to a private boat ramp and parking at a location closeby.

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.

Waterfront Villa with Boat Slip
Experience luxury at our remodeled 3BR/2.5BA waterfront villa in the Florida Keys' Indigo Reef Resort. This spacious retreat offers stunning, direct Gulf of Mexico views from two private balconies. Perfect for families or groups, it features Samsung stainless steel electric stove, Keurig coffee machine, blender, and rice maker and includes access to a resort Olympic-sized, heated, pool with numerous pool toys and a boat slip for vessels up to 35 feet. Your ultimate coastal getaway awaits.

Villa Marlin - Perfect Vacation in Florida Keys
Spacious house, newly built with a private outdoor pool in the beautiful Florida Keys. This is the perfect location for boating enthusiasts. There is space for both parking and boat trailers. An exclusive ramp is a block away (30-second drive or 1-minute walk), leads to Gulf of Mexico, and 10 minutes to the Atlantic Ocean. A pool heater is provided for free for renters during the Winter. Outdoor pool shower included. Barbecue gas always provided. Games include corn hole, domino, billard.

Marlin House (52): Luxury 3/3 Villa w/ Dock, Pool
Welcome to the Marlin House. This 3 bed 3 bath luxury villa is located in the gated community of Indigo Reef. Immediate boat access to the Gulf and Ocean. 35' dockage incl. You'll appreciate the professionally decorated open floor plan that expands through the gourmet kitchen, family room and onto the outdoor lanai. Three private bedrooms, each with decks. Enjoy happy hour and grill your catch as you watch the sunset! Free WiFi, Parking & Dockage Contact owners 24/7 for any assistance

(#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!

New Aqua Lodge 2Beds 1 Bath with Full Kitchens
This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Marathon Villa w/ Priv Pool/Dock
Marathon, Florida is in the middle of all the beauty and action of what the Florida Keys have to offer. Sombrero Beach is at a bike ride or walking distance. It offers complimentary parking, outdoor grilling, beach volleyball, children play area, and public restrooms. 40 foot dock offers guests the option to bring their boats or rent one. Our heated pool is a perfect way to soak up the tropical vibes. Kitchen is fully equipped. We are at walking distance to grocery store!

Discount to Jan 31! Private Pool, Fun Amenities!
This property has everything! 4 bed, 3 bath, canal front, private dock (boat up to 35'), large private pool, Tiki Hut with flat screen TV, large grill, 2 bikes, 2 paddle boards, 1 kayak and a natural landscape view across the canal! The dock is shared with the unit next door. One boat only is allowed. Limited parking. 2-3 cars with trailer max. The pool can be heated for a fee of $ 150 plus tax, processing. Prorated for longer stays.

Saltwater Social ~ Game Room ~ Pool ~ Dock ~ Views
Welcome to the stunning Saltwater Social, a brand-new 4BR 3BA waterfront retreat in Marathon, Florida Keys. This two-story canal-front home features a heated pool, game room, putting green, propane fire pit, outdoor kitchen, and 75ft private dock with direct ocean access. ✔Game Room (Foosball, Air Hockey, Arcade) ✔Putting Green ✔Fire Pit ✔Outdoor Kitchen & BBQ ✔75ft Dock ✔Smart TVs ✔High-Speed WiFi
Popular amenities for Stock Island villa rentals
Private villa rentals

Pilar House Key West

Sol Island ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks

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

Saltwater Social ~ Game Room ~ Pool ~ Dock ~ Views

Refreshed & Elevated Indigo Reef Luxury Villa 15,

Marlin House (52): Luxury 3/3 Villa w/ Dock, Pool

Coral Villa by AvantStay| Close 2 DT Key West!

New Aqua Lodge 2Beds 1 Bath with Full Kitchens
Luxury villa rentals

Villa Sombrero

Coral Villa by AvantStay| Close 2 DT Key West!

"Keepin’ It Reel" Waterfront, 4BD/3BA FL Keys Home

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

Sol Island ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks

Isla Luna ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks

Discount Available-Pool/Dock/Bikes/Local Beach

5% Off Thru January - 4Bed 3Bath! Tiki Hut w/ TV!
Villa rentals with a pool

Luxury Waterfront Villa, Marathon, Florida Keys

Florida Keys paradise with boat dockage and pool

Florida Keys Resort Villa

Indigo Reef Villa 13 - Luxury 3BR with Boat Slip

Waterfront Villa (38) w/ sunset views & boat slip
Quick stats about villa rentals in Stock Island

Nightly prices starting at
Stock Island holiday rentals start at $978 NZD 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
- Long Beach
- Bahia Honda State Park
- Fort Zachary Taylor Historic State Park
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- Ernest Hemingway Home & Museum
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- Seven Mile Bridge
- Boyd's Key West Campground
- Key West Butterfly & Nature Conservatory
- Key West Lighthouse Museum




