Long Key Vacation Home Rentals from CA $333: Search Top Private Vacation Homes for Rent

A pier with a boat rental sign, a colorful building, and a calm sea.

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Our top choices for Long Key vacation homes

A dining area with a round glass table, white chairs, and a chandelier. There is a sofa and a window with blinds in the background.

1. Waterfront Retreat

Duck Key

"We had an amazing stay and couldn't have asked for a better place to spend the week in the Keys! The home was exactly as described—clean, comfortable, and in a beautiful location. We especially loved relaxing outside and taking in the gorgeous views. It truly felt like a home away from home.The host was wonderful, responsive, and made everything easy from check-in to check-out. We made so many great memories here and would absolutely stay again. Highly recommend this property to anyone looking...

Katie B.

A round table set for two with a view of the ocean and palm trees.

2. Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Duck Key

Stephanie

CA $724 total

includes taxes & fees

Nov 4 - Nov 5

A covered outdoor area with a ceiling fan, a view of the sea, and a distant building.

3. Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key

Jorge D.

CA $702 total

includes taxes & fees

Oct 28 - Oct 29

A spacious living area with a sliding glass door leading to a deck, a sofa, a coffee table, and a kitchen area with wooden cabinets and appliances.

4. Charming 3-bedroom house featuring a heated private pool.

Duck Key

lissa h.

CA $913 total

includes taxes & fees

Oct 25 - Oct 26

A living room with a sofa, two armchairs, a coffee table, and a ceiling fan. There is a large window with a view of the beach and a patio area with outdoor furniture.

5. Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key

Kirk r.

CA $735 total

includes taxes & fees

Oct 27 - Oct 28

An outdoor dining area with tables and chairs, overlooking a body of water.

6. Oceanfront Tiny Villa in the Heart of the FL Keys

Marathon

Nick E.

CA $696 total

includes taxes & fees

Nov 8 - Nov 9

A two-story building with a pool, a boat dock, and a table set for dining.

7. Waterfront / Ocean Access Canal / Kamp Key / Homes

Matecumbe

"Excellent house. Very clean. We had a little trouble with the check in code and we were immediately contacted and the code was changed and we were in within minutes. The maintenance guy stopped by to make sure we got in and everything was good. EXCELLENT Customer Service!!!!!House was very well stocked with pots and pans and misc things needed for a week stay! Right on a nice little canal with plenty of room for our boat."

Mike H.

CA $1,333 total

includes taxes & fees

Oct 26 - Oct 27

A covered outdoor seating area with a view of a body of water and a tree.

8. Villa 7079 on Duck Key - Boat Slip Available

Marathon

CA $1,094 total

includes taxes & fees

Oct 26 - Oct 27

A resort with a pool, lounge chairs, and a view of the ocean.

9. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Marathon

Arianna

CA $333 total

includes taxes & fees

Nov 19 - Nov 20

A covered outdoor area with a table set for dining, overlooking a body of water and buildings.

10. Canal Front, 3 BR, Cabana Club, Sleeps 8

Marathon

lori p.

CA $1,295 total

includes taxes & fees

Oct 25 - Oct 26

A modern kitchen with a large island, pendant lights, and a view to the outside.

11. Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available

Duck Key

Anonymous traveller

CA $1,390 total

includes taxes & fees

Oct 26 - Oct 27

A covered outdoor dining area with a view of a turquoise pool and palm trees.

12. 4 BR with 32 Ft Boat Slip, Sleeps 10

Marathon

Debra B.

CA $1,490 total

includes taxes & fees

Oct 25 - Oct 26

A clear coastal view with rocky shoreline, a distant building, and a clear sky.

13. Blue Waters Stay - Kayaks - 2BR 2.5BA Coastal Villa

Duck Key

Steven N.

CA $949 total

includes taxes & fees

Nov 8 - Nov 9

A coastal residential area with houses featuring grey roofs and surrounded by lush greenery.

14. 4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

Duck Key

gabe h.

CA $1,541 total

includes taxes & fees

Oct 26 - Oct 27

A balcony with a view of the ocean, furnished with a table and chairs, and palm trees.

15. Private Beach / Private overwater dock / Heated Pool / Mahi Key

Matecumbe

Anonymous traveller

CA $4,175 total

includes taxes & fees

Nov 20 - Nov 21

A pool area with lounge chairs and a view of the ocean.

16. 🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

Marathon

Becky F.

CA $1,748 total

includes taxes & fees

Nov 7 - Nov 8

A swimming pool with lounge chairs, palm trees, and a view of the ocean.

17. Oceanview Villa w/ Private Rooftop & Pool

Marathon

roberta r.

CA $1,529 total

includes taxes & fees

Nov 3 - Nov 4

A modern kitchen with a large island, white cabinetry, and a view of a pool and palm trees.

18. Easy Breezy Family Complex 5BR 3BTH 100ft Dock, Pool, & Beach!

Marathon

CA $2,567 total

includes taxes & fees

Nov 15 - Nov 16

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Top Long Key Hotel Reviews

Fisher Inn Resort & Marina

10/10 Excellent

"Every thing excellent"

Fairfield Inn & Suites by Marriott Marathon Florida Keys

8/10 Good

"I really can't comment much on how clean the room was because the lighting is so bad no one could tell if it is clean or not. The bathrooms are nice and clean. Lighting is good in the bathroom. There are only 2 lights in the bedroom and both of them are low wattage bulbs. Even with the blinds open, the room was not very bright and once the sun goes down, it was very dim. They need to put more lighting (overhead would be nice) or higher wattage bulbs in the 2 lamps."

Amara Cay Resort

10/10 Excellent

"We had a great stay here. The front desk staff greeted us with genuine warmth and made the check-in process completely seamless. The room was spotless, quiet, and very comfortable. The housekeeping team worked had to keep everything fresh and well-maintained. The bed was comfortable, and the bathroom had a great shower with quality toiletries. The range of amenities really stood out, from the reliable high-speed Wi-Fi and well-equipped fitness center to the breakfast options available in the morning. We would happily stay here again!"

Coconut Cay Resort & Marina

10/10 Excellent

"We stayed here for one night during our visit to Marathon in the Florida Keys. The location was nice enough and convenient for exploring the area. Our room was situated at the front of the property, so there was quite a lot of road and car park noise, although this was somewhat expected given the location. It did feel as though the front window was open, despite being closed, as it did very little to block out the outside noise. On the positive side, the room was incredibly spacious, with a lovely large TV and a super comfortable bed. The shower was great, and the amenities provided were good. Ice and drinks were also available from reception, which was handy. The reception staff were exceptionally friendly and welcoming. The air conditioning worked overtime but didn’t seem to cool the room particularly well and was rather noisy itself. However, this was more of a minor observation than a complaint. The only real disappointment was the cleanliness of the floor. After showering, the floor became slightly wet, and walking around barefoot left the bottoms of my feet noticeably dirty, which was a shame. Overall, a perfectly reasonable place to stay for a night in Marathon. A few minor improvements would make a difference, but we had a comfortable stay, and the friendly staff were certainly a highlight."

Find out more about Long Key

Long Key Vacation Homes information

Number of reviews	357
Accommodation	1585 Vacation Homes
Lowest Price	CA $333
Highest Price	CA $4,175

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Long Key vacation homes

1. Waterfront Retreat

2. Tiny Villa, Big Ocean Views| Breathtaking Sunsets

3. Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

4. Charming 3-bedroom house featuring a heated private pool.

5. Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

6. Oceanfront Tiny Villa in the Heart of the FL Keys

7. Waterfront / Ocean Access Canal / Kamp Key / Homes

8. Villa 7079 on Duck Key - Boat Slip Available

9. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

10. Canal Front, 3 BR, Cabana Club, Sleeps 8

11. Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available

12. 4 BR with 32 Ft Boat Slip, Sleeps 10

13. Blue Waters Stay - Kayaks - 2BR 2.5BA Coastal Villa

14. 4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

15. Private Beach / Private overwater dock / Heated Pool / Mahi Key

16. 🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

17. Oceanview Villa w/ Private Rooftop & Pool

18. Easy Breezy Family Complex 5BR 3BTH 100ft Dock, Pool, & Beach!

Find vacation rentals that suit your style

Top Long Key Hotel Reviews

Fisher Inn Resort & Marina

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Amara Cay Resort

Kingsail Resort

Breezy Palms Resort

Rainbow Bend Resort

Coconut Cay Resort & Marina

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Tranquility Bay Beachfront Hotel and Resort

Find out more about Long Key

Long Key Vacation Homes information

Explore a world of travel with Expedia

Long Key Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Long Key vacation homes

1. Waterfront Retreat

2. Tiny Villa, Big Ocean Views| Breathtaking Sunsets

3. Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

4. Charming 3-bedroom house featuring a heated private pool.

5. Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

6. Oceanfront Tiny Villa in the Heart of the FL Keys

7. Waterfront / Ocean Access Canal / Kamp Key / Homes

8. Villa 7079 on Duck Key - Boat Slip Available

9. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

10. Canal Front, 3 BR, Cabana Club, Sleeps 8

11. Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available

12. 4 BR with 32 Ft Boat Slip, Sleeps 10

13. Blue Waters Stay - Kayaks - 2BR 2.5BA Coastal Villa

14. 4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

15. Private Beach / Private overwater dock / Heated Pool / Mahi Key

16. 🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

17. Oceanview Villa w/ Private Rooftop & Pool

18. Easy Breezy Family Complex 5BR 3BTH 100ft Dock, Pool, & Beach!

Find vacation rentals that suit your style

Top Long Key Hotel Reviews

Fisher Inn Resort & Marina

Find out more about Long Key

Long Key Vacation Homes information

Explore a world of travel with Expedia