
Stock Island vacation rentals
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Top-rated vacation rentals in Stock Island
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Popular amenities for Stock Island vacation rentals
Other great vacation rentals in Stock Island

Casa Caribe 2bed2bath sleeps 6 beautiful decorated
Judy’s place was one of my favorite we’ve stayed at. She was extremely responsive and helpful. She went above and beyond to accommodate us and we couldn’t be more grateful. Thank you for making our trip so wonderful Judy!

Sunrise Beach Escape
The place was really nice. One thing that I didn't like was that the beach really wasn't a beach and to get to the water there was just a little walkway and trying to get the kayak down to the water it was a little hard. The pool needs more lights, so it is easier to see. Also, we had a really hard time with the TV's getting them to work. The king size bed was really comfortable. There were lots to see and do and the place really wasn't too far from Key West so not a bad drive.

Sweet Retreat! 4 bedroom 2.5 Baths Sombrero Beach
Beautiful home that comfortably held our 6 person family of adults. Absolutely loved the pool, spa, and outdoor seating. Really nice kitchen and bathrooms. We used Marathon as home base and drove to Key Largo, Key West, etc. Always nice to return to the house and pool to relax!

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc
This was the perfect space for our family of seven. Cleanliness and all the creature comforts were fully up to our expectations. The interactions we had with Dennis were quick, attentive and friendly. Highly recommend!

Beachfront Villa - Florida Keys
This is a fantastic property! Right across from Sombrero Beach but still peaceful and private. The house and yard is like an oasis. Host and management company are WONDERFUL! Highly recommend!

Coastal Paradise: 5-Bed Retreat
We loved our latest stay in Marathon. We traveled with two families (2 teens, 2 older children). The house layout was perfect for our group. It was nice to have the kitchenette downstairs by the patio slider for pool snacks (small microwave) and clean-up from beach days/pool days. The beds were all newer, stylist beach decor, & ample space. There is lots of indoor and outdoor (covered and uncovered) table/conversation seating. The pool and hot tub were great. We spent many nights in the hot tub looking at the stars and relaxing. Although, you on a canal with other houses, it’s very quiet. The canal had fish, sharks, and even a cute manatee that visited in the morning. Our kids loved fishing daily. As for location, it’s perfect. You’re only a few miles from Sombero Beach, Sunset Beach, and 7 mile bridge. Publix, bait shops, restaurants all within a short drive. You cannot walk to beaches, but we didn’t mind this. There is a bike trail on Aviation Rd. Near the house.

SeaEsta! Bring your boat & 1 block to the beach!
Our stay at John's place was amazing. The location was perfect as we went up and down the Keys spending time in Islamorada and a day in Key West. We walked the neighborhood and to Sombrero Beach. The set up for our boat was fabulous. We were able to leave it in the water to use everyday. The best part of John's house was the outdoor area in back. We stayed out there more than anywhere, of course the weather was perfect. Thank you for sharing your place with us John. We hope to be back!

Sleeps 8, 3 bedroom, 4 full bath, pool, 37.5' dock
Excellent location in a quiet upscale neighborhood. The house was like new, everything was clean and fresh. Very well equipped kitchen and baths. Lots of space indoors and out, with a beautiful small pool! Would definitely recommend this property for a peaceful getaway in the heart of the Florida Keys!!!
Quick stats about vacation rentals in Stock Island
Total rentals
380 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
14K reviews
Family-friendly rentals
280 properties are a good fit for families
Pet-friendly rentals
120 properties allow pets
Rentals with a pool
320 properties have a pool
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Stock Island?
Yes! Work meets play with ease at over 210 vacation rentals in Stock Island featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Stock Island?
Four-legged friends are welcome in Stock Island. Choose from more than 120 vacation rentals for guests traveling with pets.
How much does it cost to stay in resort rentals in Stock Island?
Experience the best of Stock Island with our resort rentals, starting at about $310 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Stock Island vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 320 vacation homes with pools in Stock Island, available on Airbnb. Make a splash and soak up the sun in style!
Do boutique hotel rentals in Stock Island have wifi?
Absolutely! We offer over 10 boutique hotel rentals with wifi in Stock Island. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Stock Island have self check-in?
Absolutely! We offer over 30 condo rentals with self check-in in Stock Island. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Stock Island have a bbq area?
Absolutely! We offer over 10 condo rentals with a bbq area in Stock Island. Enjoy a tailored experience with all the comforts you desire.
Do resort rentals in Stock Island have a gym?
Absolutely! We offer over 10 resort rentals with a gym in Stock Island. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly resort rentals in Stock Island?
Stock Island has more than 10 family-friendly resort rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Stock Island?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 50 homes with wifi, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
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