Title: Grassy Key Vacation Rentals from $257: Search Short-Term Rentals | Expedia.com

[Grassy Key Travel Guide](https://expedia.com/Grassy-Key.dx3000451823)[Hotels in Grassy Key](https://expedia.com/Grassy-Key-Hotels.d3000451823.Travel-Guide-Hotels)[Flights to Grassy Key](https://expedia.com/Cheap-Flights-To-Grassy-Key.d3000451823.Travel-Guide-Flights)[Things to do in Grassy Key](https://expedia.com/Things-To-Do-In-Grassy-Key.d3000451823.Travel-Guide-Activities)[Car Rentals in Grassy Key](https://expedia.com/Car-Rentals-In-Grassy-Key.d3000451823.Car-Rental-Guide)[Grassy Key Vacation Packages](https://expedia.com/Grassy-Key.d3000451823.Destination-Travel-Guides)

![Dolphin Research Center showing signage](https://images.trvl-media.com/place/6069241/563a894a-a12a-4d37-92cf-7adafd4a7678.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6069241/563a894a-a12a-4d37-92cf-7adafd4a7678.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=3000451823&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=3000451823&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=3000451823&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=3000451823&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Grassy Key vacation rentals

![Outdoor pool](https://images.trvl-media.com/lodging/119000000/118310000/118307500/118307441/631f9f24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118310000/118307500/118307441/80521ce1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118310000/118307500/118307441/f579ea9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/119000000/118310000/118307500/118307441/4827e21e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Two Bedroom ADA Suite at Grassy Flats Conch House

[](https://www.expedia.com/Marathon-Hotels-Two-Bedroom-Suite-At-Grassy-Flats-Conch-House.h118307441.Hotel-Information)

Marathon

10/10

Exceptional

(1 review)

"Incredibly gracious owner and staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael R.

$424 nightly

$479 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Two-Bedroom-Suite-At-Grassy-Flats-Conch-House.h118307441.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/119000000/118840000/118833200/118833103/d89c6e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118840000/118833200/118833103/24a92137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Eco-friendly toiletries, hair dryer, towels, soap](https://images.trvl-media.com/lodging/119000000/118840000/118833200/118833103/e67d4812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118840000/118833200/118833103/22e3f705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Three Bedroom Suite at Grassy Flats Conch House

[](https://www.expedia.com/Marathon-Hotels-Three-Bedroom-Suite-At-Grassy-Flats-Conch-House.h118833103.Hotel-Information)

Marathon

$1,013 nightly

$1,146 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Three-Bedroom-Suite-At-Grassy-Flats-Conch-House.h118833103.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99530000/99522500/99522454/84a61b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/100000000/99530000/99522500/99522454/ccd7d6f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99530000/99522500/99522454/ede8a51c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/100000000/99530000/99522500/99522454/8c48dd9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Yacht Haven Marina

[](https://www.expedia.com/Marathon-Hotels-Yacht-Haven-Marina.h99522454.Hotel-Information)

Marathon

9.8/10

Exceptional

(269 reviews)

"Very clean and great staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Barbara

$394 nightly

$443 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Yacht-Haven-Marina.h99522454.Hotel-Information)

![BBQ/picnic area](https://images.trvl-media.com/lodging/84000000/83960000/83951700/83951609/b572d092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow | Individually decorated, individually furnished, soundproofing](https://images.trvl-media.com/lodging/84000000/83960000/83951700/83951609/e1e33fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow | Private kitchen | Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/84000000/83960000/83951700/83951609/0301e6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/84000000/83960000/83951700/83951609/5ea76fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aqua Lodge Rentals At Coconut Cay

[](https://www.expedia.com/Marathon-Hotels-Aqua-Lodge-Rentals-At-Coconut-Cay.h83951609.Hotel-Information)

Marathon

9.6/10

Exceptional

(208 reviews)

"Room was clean, staff was friendly, view from deck was amazing, took the free kayaks out and saw a Manatee, convenient location. Great experience!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wendy

$421 nightly

$474 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Aqua-Lodge-Rentals-At-Coconut-Cay.h83951609.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/f9d0d816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Bungalow, Ensuite (Cottage 04) | Exterior](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/c85ca097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/5966f443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/8f9f325c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropical Cottages

[](https://www.expedia.com/Marathon-Hotels-Tropical-Cottages.h28908130.Hotel-Information)

Marathon

8.6/10

Excellent

(931 reviews)

"Very cozy and clean!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

JUSTIN

$249 nightly

$280 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Tropical-Cottages.h28908130.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108730000/108722700/108722631/477f5b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108730000/108722700/108722631/426d74f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108730000/108722700/108722631/e61214ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108730000/108722700/108722631/d450441b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sombrero Beach Tropical Getaway in the Heart of Marathon

[](https://www.expedia.com/Marathon-Hotels-Sombrero-Beach-Tropical-Getaway-In-The-Heart-Of-Marathon.h108722631.Hotel-Information)

Marathon

9.4/10

Exceptional

(10 reviews)

"Nice location, central in Marathon. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kris K.

$536 nightly

$595 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Sombrero-Beach-Tropical-Getaway-In-The-Heart-Of-Marathon.h108722631.Hotel-Information)

![Premium bedding, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209442/f0cbd748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment, 2 Bedrooms, Kitchen | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209442/a6598801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209442/44936e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209442/8fcf2a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Knight's Key Suites

[](https://www.expedia.com/Marathon-Hotels-Captain-Pips-At-Knights-Key-Inn.h13209442.Hotel-Information)

Marathon

9.0/10

Wonderful

(1,173 reviews)

"Very a nice place clean nice location good price"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pawel

$231 nightly

$257 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Captain-Pips-At-Knights-Key-Inn.h13209442.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/899000/898967/0e73156e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/1000000/900000/899000/898967/c67eb530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/1000000/900000/899000/898967/7e708788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/1000000/900000/899000/898967/b411569e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Skipjack Resort & Marina

[](https://www.expedia.com/Marathon-Hotels-Skipjack-Resort-Marina.h898967.Hotel-Information)

Marathon

8.6/10

Excellent

(1,227 reviews)

"Beautiful location clean rooms friendly staff "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tiffany

$366 nightly

$412 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Skipjack-Resort-Marina.h898967.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/118000000/117460000/117458800/117458757/c6e763cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117460000/117458800/117458757/5678ae7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117460000/117458800/117458757/a510c685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, printers](https://images.trvl-media.com/lodging/118000000/117460000/117458800/117458757/2b80ae70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Marathon-Hotels-Charming-3-Bedroom-House-Featuring-A-Heated-Private-Pool.h117458757.Hotel-Information)

Duck Key

10/10

Exceptional

(7 reviews)

"We were the first guests to this villa, Fantastic villa great service from the host and swift response to messages. Amazing location, very clean and tidy, great furniture. Amazing private pool deck. My only negative would be the aircon is very very noisy in the master bedroom. To sum up. Amazing "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

John W.

$795 nightly

$883 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Charming-3-Bedroom-House-Featuring-A-Heated-Private-Pool.h117458757.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/113000000/112890000/112882400/112882394/572757c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112890000/112882400/112882394/0799fbef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/113000000/112890000/112882400/112882394/70b34b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/113000000/112890000/112882400/112882394/e40cda98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One

[](https://www.expedia.com/Islamorada-Hotels-Ocean-View-Duplex-Penthouse-Retreat-Amenities-Tennis-Court.h112882394.Hotel-Information)

Matecumbe

9.0/10

Wonderful

(2 reviews)

"I was disappointed with noise of highway as our building was right across the highway. Beach was also not accessible contrarily to what was said on property description."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

wilma e.

$1,734 nightly

$1,924 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Ocean-View-Duplex-Penthouse-Retreat-Amenities-Tennis-Court.h112882394.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75670000/75661400/75661357/7bb87ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/76000000/75670000/75661400/75661357/d395d9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75670000/75661400/75661357/72468100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/76000000/75670000/75661400/75661357/b70cc51c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

[](https://www.expedia.com/Marathon-Hotels-Villa-5087-On-Duck-Key.h75661357.Hotel-Information)

Duck Key

9.2/10

Wonderful

(20 reviews)

"Property was very nice, everything as expected based on listing. Very good place for families."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicholas H.

$730 nightly

$811 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Villa-5087-On-Duck-Key.h75661357.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/84000000/83040000/83039300/83039248/dd06207c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/84000000/83040000/83039300/83039248/14ed78a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83040000/83039300/83039248/03dd38c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83040000/83039300/83039248/2e340ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

[](https://www.expedia.com/Marathon-Hotels-Villa-5034-On-Duck-Key-Boat-Slip-Available.h83039248.Hotel-Information)

Duck Key

10/10

Exceptional

(4 reviews)

"Everything about the stay was nice. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mario S.

$732 nightly

$813 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Villa-5034-On-Duck-Key-Boat-Slip-Available.h83039248.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68910000/68907000/68906944/w1123h750x106y0-d60943bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/69000000/68910000/68907000/68906944/w1124h750x105y0-bf46509c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68910000/68907000/68906944/w1123h750x106y0-b71fa06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/69000000/68910000/68907000/68906944/7c43b63d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Marathon-Hotels-Townhouse-On-Duck-Key.h68906944.Hotel-Information)

Duck Key

9.6/10

Exceptional

(47 reviews)

"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

candi b.

$723 nightly

$804 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Townhouse-On-Duck-Key.h68906944.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110620000/110616000/110615911/70c1a814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/111000000/110620000/110616000/110615911/ae6cba8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110620000/110616000/110615911/01ecdd91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/111000000/110620000/110616000/110615911/0b05bac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seas the Keys Getaway with plunge pool/spa

[](https://www.expedia.com/Marathon-Hotels-Seas-The-Keys-Getaway-With-Plunge-Poolspa.h110615911.Hotel-Information)

Marathon

9.6/10

Exceptional

(12 reviews)

"Great location, great accomodation, hot tub and patio in the back area was great for relaxing in the evenings."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Justus

$639 nightly

$639 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Seas-The-Keys-Getaway-With-Plunge-Poolspa.h110615911.Hotel-Information)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/126000000/125120000/125114200/125114141/f0071491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/126000000/125120000/125114200/125114141/w1553h1626x17y356-e82848bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/126000000/125120000/125114200/125114141/518c5c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125120000/125114200/125114141/23272da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marina, Pool & Boats with Beautiful Harbor Views

[](https://www.expedia.com/Marathon-Hotels-Marina.h125114141.Hotel-Information)

Marathon

$631 nightly

$712 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Marina.h125114141.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/126000000/125120000/125114200/125114153/9f2335b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/126000000/125120000/125114200/125114153/63df2f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/126000000/125120000/125114200/125114153/caed1b10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/126000000/125120000/125114200/125114153/3c9a8038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marina View Suite w/ Pool, Tiki Bar & Boats

[](https://www.expedia.com/Marathon-Hotels-Marina-View-Suite-W-Pool.h125114153.Hotel-Information)

Marathon

$772 nightly

$858 total

Feb 21 - Feb 22

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Marina-View-Suite-W-Pool.h125114153.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/62000000/61110000/61104000/61103908/c3bc15b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/62000000/61110000/61104000/61103908/c083fec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/62000000/61110000/61104000/61103908/c0162c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/62000000/61110000/61104000/61103908/6791a968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Marathon-Hotels-Condo-In-Duck-Key.h61103908.Hotel-Information)

Duck Key

8.6/10

Excellent

(11 reviews)

"Unit was very clean and had everything we needed"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vanessa L.

$743 nightly

$825 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Condo-In-Duck-Key.h61103908.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120560000/120559900/120559835/5c33185c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120560000/120559900/120559835/dca0667c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/121000000/120560000/120559900/120559835/c3c85830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120560000/120559900/120559835/5b34ac0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa del Sol - Sunset Views, Kayaks, 2/2.5 - Slip Available/Ramp/Free Pkg

[](https://www.expedia.com/Marathon-Hotels-Villa-Del-Sol-Kayak-225-OS-SlipRampPkg.h120559835.Hotel-Information)

Duck Key

10/10

Exceptional

(2 reviews)

"What a great place to stay in the Key. W had a great time, my wife and two boys who are 20 and 23 lived the Villa. The boys lived the kayaks and we took advantage of walking to our deep sea fishing charter just across the road as well as swimming with the the dolphins at Dolphin a discovery both on Duck Key. Very clean. Beautiful views, great amenitis in the home, just wonderful. Also great to be in the middle of the keys to explore the whole area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matt B.

$650 nightly

$723 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Villa-Del-Sol-Kayak-225-OS-SlipRampPkg.h120559835.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74090000/74080700/74080672/a6789dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74090000/74080700/74080672/bfda1397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74090000/74080700/74080672/f92be770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74090000/74080700/74080672/ba8b220e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

[](https://www.expedia.com/Marathon-Hotels-Villa-7075-On-Duck-Key.h74080672.Hotel-Information)

Marathon

9.2/10

Wonderful

(31 reviews)

"Wonderful experience, great views, clean rooms, great amount of space. Great price"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Race

$730 nightly

$811 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Villa-7075-On-Duck-Key.h74080672.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765375/ebe4d5b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765375/0f21c68a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765375/4b4a1c4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765375/4c3b42d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

[](https://www.expedia.com/Marathon-Hotels-Villa-On-Duck-Key.h69765375.Hotel-Information)

Duck Key

9.4/10

Exceptional

(32 reviews)

"A short weekend getaway was made perfect in this villa. The location is idyllic; especially the balcony overlooking the bay with a perfect sunset view. The home was well-appointed, simple yet all the necessities were covered. Communication with the property manager was excellent. Definitely will book again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Natasha A.

$732 nightly

$813 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Villa-On-Duck-Key.h69765375.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&regionId=3000451823&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Grassy+Key%2C+Florida%2C+United+States+of+America&regionId=3000451823&latLong=24.763195%2C-80.95285&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Grassy+Key%2C+Florida%2C+United+States+of+America&regionId=3000451823&latLong=24.763195%2C-80.95285&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Grassy+Key%2C+Florida%2C+United+States+of+America&regionId=3000451823&latLong=24.763195%2C-80.95285&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=APART_HOTEL)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Grassy+Key%2C+Florida%2C+United+States+of+America&regionId=3000451823&latLong=24.763195%2C-80.95285&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CABIN)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Grassy+Key%2C+Florida%2C+United+States+of+America&regionId=3000451823&latLong=24.763195%2C-80.95285&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Grassy+Key%2C+Florida%2C+United+States+of+America&regionId=3000451823&latLong=24.763195%2C-80.95285&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CONDO)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Grassy+Key%2C+Florida%2C+United+States+of+America&regionId=3000451823&latLong=24.763195%2C-80.95285&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VILLA)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Grassy+Key%2C+Florida%2C+United+States+of+America&regionId=3000451823&latLong=24.763195%2C-80.95285&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=HOUSE_BOAT)

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## Top Grassy Key Hotel Reviews

![Lime Tree Bay Resort](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8_y.jpg)

### Lime Tree Bay Resort

10/10 Excellent

"Very nice resort...great view...employees always seemed friendly. We have already said "we will return"."

[](https://expedia.com/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information)

![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg)

### Hawks Cay Resort

10/10 Excellent

"Beautiful resort! Very clean and the staff was amazing! "

[](https://expedia.com/Marathon-Hotels-Hawks-Cay-Resort.h6068.Hotel-Information)

![Kingsail Resort](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/96bf2fd2_y.jpg)

### Kingsail Resort

10/10 Excellent

"Staff was very pleasant (even apologetic for the cooler than usual temperature!). Rooms were a bit dated but the overall quality of our stay was very good."

[](https://expedia.com/Marathon-Hotels-Kingsail-Resort.h1775568.Hotel-Information)

![Tropical Cottages](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/f9d0d816_y.jpg)

### Tropical Cottages

10/10 Excellent

"Very cozy and clean!"

[](https://expedia.com/Marathon-Hotels-Tropical-Cottages.h28908130.Hotel-Information)

![Coconut Cay Resort & Marina](https://images.trvl-media.com/lodging/2000000/1190000/1181000/1180935/9fe9bbb4_y.jpg)

### Coconut Cay Resort & Marina

10/10 Excellent

"Good"

[](https://expedia.com/Marathon-Hotels-Coconut-Cay-Resort-Marina.h1180935.Hotel-Information)

![Fairfield Inn & Suites by Marriott Marathon Florida Keys](https://images.trvl-media.com/lodging/1000000/20000/19900/19823/d21c9344_y.jpg)

### Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent

"Great staff and good location with good restaurants nearby"

[](https://expedia.com/Marathon-Hotels-Fairfield-Inn-Suites-By-Marriott-Marathon-Florida-Keys.h19823.Hotel-Information)

![Grassy Flats Resort & Beach Club](https://images.trvl-media.com/lodging/37000000/36890000/36881900/36881801/e7fc7008_y.jpg)

### Grassy Flats Resort & Beach Club

10/10 Excellent

"We loved this resort. It is a great location as you can go anywhere to do things in the Keys in an hour or so. Our room was great, and the view from the patio looking through the palm trees was fantastic. The staff was friendly and helpful. The weather turned cold and we were not able to take advantage of the ocean, but the pool was heated nicely and we enjoyed it."

[](https://expedia.com/Marathon-Hotels-Grassy-Flats-Resort-Beach-Club.h36881801.Hotel-Information)

![Glunz Ocean Beach Hotel & Resort](https://images.trvl-media.com/lodging/3000000/2870000/2869800/2869762/d71b6752_y.jpg)

### Glunz Ocean Beach Hotel & Resort

10/10 Excellent

"Room was good. Clean and facing the water. The bar down stairs was unexpected but good. "

[](https://expedia.com/Key-Colony-Beach-Hotels-Glunz-Ocean-Beach-Hotel-Resort.h2869762.Hotel-Information)

![Rainbow Bend Resort](https://images.trvl-media.com/lodging/4000000/3870000/3864000/3863945/60a631db_y.jpg)

### Rainbow Bend Resort

10/10 Excellent

"The rooms were very clean and the staff was amazing. The restaurant was absolutely wonderful. The staff there was fantastic and the food was fabulous!!!"

[](https://expedia.com/Marathon-Hotels-Rainbow-Bend-Resort.h3863945.Hotel-Information)

## Find out more about Grassy Key

**Everything you need to know about Grassy Key vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Grassy Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Grassy Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Grassy Key vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Grassy Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Grassy Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $257 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Grassy Key rentals**

At Expedia, we put the best Grassy Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Grassy Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Grassy Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Grassy Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Vacation Homes in Grassy Key ](https://expedia.com/Grassy-Key-Private-Vacation-Homes.d3000451823-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Grassy Key ](https://expedia.com/Grassy-Key-Condos.d3000451823-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Grassy Key ](https://expedia.com/Grassy-Key-Apartments.d3000451823-aaApartments.Travel-Guide-Accommodation)
- [Villas in Grassy Key ](https://expedia.com/Grassy-Key-Villas.d3000451823-aaVillas.Travel-Guide-Accommodation)
- [Aparthotels in Grassy Key ](https://expedia.com/Grassy-Key-Apart-Hotels.d3000451823-aaApartHotels.Travel-Guide-Accommodation)
- [Cottages in Grassy Key ](https://expedia.com/Grassy-Key-Cottages.d3000451823-aaCottages.Travel-Guide-Accommodation)
- [Resorts in Grassy Key ](https://expedia.com/Grassy-Key-Resorts.d3000451823-aaResorts.Travel-Guide-Accommodation)
- [Houseboats in Grassy Key ](https://expedia.com/Grassy-Key-Houseboats.d3000451823-aaHouseboats.Travel-Guide-Accommodation)
- [Motels in Grassy Key ](https://expedia.com/Grassy-Key-Motels.d3000451823-aaMotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Grassy Key ](https://expedia.com/Grassy-Key-Cabins.d3000451823-aaCabins.Travel-Guide-Accommodation)
- [RV Parks in Grassy Key ](https://expedia.com/Grassy-Key-RV-Parks.d3000451823-aaRVParks.Travel-Guide-Accommodation)
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- [Hotel Rooms in Manasota Key](https://expedia.com/Manasota-Key-Hotels.d3000431268.Travel-Guide-Hotels)
- [Hotel Rooms in Duck Key](https://expedia.com/Duck-Key-Hotels.d184267.Travel-Guide-Hotels)
- [Duck Key Hotels Scuba Diving](https://expedia.com/Duck-Key-Hotels-Scuba-Diving.0-0-d184267-tScubaDiving.Travel-Guide-Filter-Hotels)
- [Duck Key Fishing Resorts & Hotels](https://expedia.com/Duck-Key-Hotels-Fishing-Hotels.0-0-d184267-tFishingHotels.Travel-Guide-Filter-Hotels)

Flights

- [Flights to MIA](https://expedia.com/Cheap-Flights-To-Duck-Key.d184267.Travel-Guide-Flights)
- [Duck Key Cheap Flights](https://expedia.com/lp/flights/184267/flights-from-duck-key)
- [Flights to JAX](https://expedia.com/Cheap-Flights-To-Amelia-Island.d10814.Travel-Guide-Flights)

Cars

- [Car rentals in Amelia Island](https://expedia.com/Car-Rentals-In-Amelia-Island.d10814.Car-Rental-Guide)

Activities

- [Things to do in Cudjoe Key](https://expedia.com/Things-To-Do-In-Cudjoe-Key.d3000430966.Travel-Guide-Activities)
- [Things to do in Boca Chica Key](https://expedia.com/Things-To-Do-In-Boca-Chica-Key.d553248635083916609.Travel-Guide-Activities)
- [Things to do in Duck Key](https://expedia.com/Things-To-Do-In-Duck-Key.d184267.Travel-Guide-Activities)

Packages

- [Captain Hooks Marina and Dive Center](https://expedia.com/Captain-Hooks-Marina-And-Dive-Center-Marathon-Shores.d6249257.Vacation-Attraction)

Vacation Rentals

- [Vacation Rental Duck Key](https://expedia.com/Duck-Key-Vacation-Rentals.d184267.Travel-Guide-VacationRentals)
- [Vacation Rental Amelia Island](https://expedia.com/Amelia-Island-Vacation-Rentals.d10814.Travel-Guide-VacationRentals)

General

- [Visit Honeymoon Island State Park](https://expedia.com/Honeymoon-Island-State-Park.dx6160046)
- [Visit Shell Island](https://expedia.com/Shell-Island.dx6312110)
- [Visit Sugarloaf Key](https://expedia.com/Sugarloaf-Key.dx183126)
- [Visit Duck Key](https://expedia.com/Duck-Key.dx184267)

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