Holiday rentals near Fiesta Key
We found 510 holiday rentals — enter your dates for availability
If you'd like to stay close to Fiesta Key, scroll through and discover holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and a washer and dryer. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Fiesta Key
Showing deals for:3 Oct - 10 Oct
Image gallery for Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
9.69.6 out of 10 rating
Exceptional
(27 reviews)
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
Islamorada, FL
8% off
Price is AU$4,939
AU$4,939
AU$706 per night
includes taxes & fees
Image gallery for Villa 5020 on Duck Key BOAT SLIP available
8.48.4 out of 10 rating
Very good
(10 reviews)
Villa 5020 on Duck Key BOAT SLIP available
Marathon, FL
7% off
Price is AU$3,617
AU$3,617
AU$517 per night
includes taxes & fees
Image gallery for Oceanfront Tiny Villa in the Heart of the FL Keys
1010 out of 10 rating
Exceptional
(7 reviews)
Oceanfront Tiny Villa in the Heart of the FL Keys
Marathon, Florida
8% off
Price is AU$3,591
AU$3,591
AU$513 per night
includes taxes & fees
Image gallery for Atlantic Ocean Beachfront Duplex With Private Dock and best beach
1010 out of 10 rating
Exceptional
(66 reviews)
Atlantic Ocean Beachfront Duplex With Private Dock and best beach
Long Key, FL
8% off
Price is AU$6,129
AU$6,129
AU$876 per night
includes taxes & fees
Image gallery for WATERFRONT COTTAGE W/MOTHER IN LAW TREETOP SUITE &SAILBOAT OR BOAT SLIP INCLUDED
9.89.8 out of 10 rating
Exceptional
(25 reviews)
WATERFRONT COTTAGE W/MOTHER IN LAW TREETOP SUITE &SAILBOAT OR BOAT SLIP INCLUDED
Marathon, FL
8% off
Price is AU$4,544
AU$4,544
AU$649 per night
includes taxes & fees
Image gallery for Bungalow #3 - 2 Bed/1 Bath & Pool in Islamorada
9.29.2 out of 10 rating
Wonderful
(15 reviews)
Bungalow #3 - 2 Bed/1 Bath & Pool in Islamorada
Islamorada, FL
8% off
Price is AU$4,939
AU$4,939
AU$706 per night
includes taxes & fees
Image gallery for Villa 5054 on Duck Key BOAT SLIP available
9.89.8 out of 10 rating
Exceptional
(47 reviews)
Villa 5054 on Duck Key BOAT SLIP available
Marathon, FL
7% off
Price is AU$3,385
AU$3,385
AU$484 per night
includes taxes & fees
Image gallery for Villa 5028 on Duck Key BOAT SLIP available
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Villa 5028 on Duck Key BOAT SLIP available
Marathon, FL
7% off
Price is AU$3,385
AU$3,385
AU$484 per night
includes taxes & fees
Image gallery for Great Water Front 2 Story Townhouse With Boat Slip available at additional cost
8.68.6 out of 10 rating
Excellent
(42 reviews)
Great Water Front 2 Story Townhouse With Boat Slip available at additional cost
Marathon, FL
8% off
Price is AU$3,713
AU$3,713
AU$530 per night
includes taxes & fees
Image gallery for Spectacular Open-Water Sunset Views w/Boat Slip & Trailer Parking. Pet Friendly!
1010 out of 10 rating
Exceptional
(60 reviews)
Spectacular Open-Water Sunset Views w/Boat Slip & Trailer Parking. Pet Friendly!
Long Key, FL
8% off
Price is AU$4,066
AU$4,066
AU$581 per night
includes taxes & fees
Image gallery for Atlantic Ocean Beachfront Duplex with Private Dock
1010 out of 10 rating
Exceptional
(83 reviews)
Atlantic Ocean Beachfront Duplex with Private Dock
Long Key, FL
8% off
Price is AU$6,129
AU$6,129
AU$876 per night
includes taxes & fees
Image gallery for Villa 5087 on Duck Key BOAT SLIP available
9.29.2 out of 10 rating
Wonderful
(17 reviews)
Villa 5087 on Duck Key BOAT SLIP available
Marathon, FL
7% off
Price is AU$3,501
AU$3,501
AU$500 per night
includes taxes & fees
Image gallery for Stay where you play, On the water w/Boat dock & Trailer parking. Pet friendly!
9.89.8 out of 10 rating
Exceptional
(69 reviews)
Stay where you play, On the water w/Boat dock & Trailer parking. Pet friendly!
Long Key, FL
8% off
Price is AU$3,482
AU$3,482
AU$497 per night
includes taxes & fees
Image gallery for Villa 5103 on Duck Key BOAT SLIP available
9.49.4 out of 10 rating
Exceptional
(53 reviews)
Villa 5103 on Duck Key BOAT SLIP available
Marathon, FL
7% off
Price is AU$3,385
AU$3,385
AU$484 per night
includes taxes & fees
Image gallery for Waterfront Island Escape with Private Plunge Pool
1010 out of 10 rating
Exceptional
(21 reviews)
Waterfront Island Escape with Private Plunge Pool
Marathon, FL
7% off
Price is AU$3,893
AU$3,893
AU$556 per night
includes taxes & fees
Image gallery for Villa 5086 on Duck Key
8.68.6 out of 10 rating
Excellent
(25 reviews)
Villa 5086 on Duck Key
Marathon, FL
7% off
Price is AU$3,385
AU$3,385
AU$484 per night
includes taxes & fees
Image gallery for Waterfront Retreat
1010 out of 10 rating
Exceptional
(24 reviews)
Waterfront Retreat
Marathon, FL
14% off
Price is AU$3,053
AU$3,053
AU$436 per night
includes taxes & fees
Image gallery for Tiny Villa, Big Ocean Views| Breathtaking Sunsets
1010 out of 10 rating
Exceptional
(13 reviews)
Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Marathon, FL
8% off
Price is AU$3,664
AU$3,664
AU$523 per night
includes taxes & fees
Image gallery for Bungalow #5 - 2 Bed/1 Bath & Pool in Islamorada
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Bungalow #5 - 2 Bed/1 Bath & Pool in Islamorada
Islamorada, FL
8% off
Price is AU$4,939
AU$4,939
AU$706 per night
includes taxes & fees
Image gallery for Waterfront Villa with Sunset Views
8.48.4 out of 10 rating
Very good
(5 reviews)
Waterfront Villa with Sunset Views
Marathon, FL
14% off
Price is AU$3,531
AU$3,531
AU$504 per night
includes taxes & fees
Image gallery for Villa 5023 on Duck Key BOAT SLIP available
9.49.4 out of 10 rating
Exceptional
(31 reviews)
Villa 5023 on Duck Key BOAT SLIP available
Marathon, FL
7% off
Price is AU$3,385
AU$3,385
AU$484 per night
includes taxes & fees
Image gallery for ★Newly remodeled tropical townhome★ Private plunge pool close to fun activities
1010 out of 10 rating
Exceptional
(49 reviews)
★Newly remodeled tropical townhome★ Private plunge pool close to fun activities
Marathon, FL
8% off
Price is AU$4,071
AU$4,071
AU$582 per night
includes taxes & fees
Image gallery for Luxury 3BR/3BA Cottage with the Best Sunset Views in the Florida Keys!
1010 out of 10 rating
Exceptional
(199 reviews)
Luxury 3BR/3BA Cottage with the Best Sunset Views in the Florida Keys!
Marathon, FL
8% off
Price is AU$6,035
AU$6,035
AU$862 per night
includes taxes & fees
Image gallery for Sunset Reef - Bayside Gated Estate, Pool, Spa, Deep Water Dock, Kayaks & SUPs
1010 out of 10 rating
Exceptional
(73 reviews)
Sunset Reef - Bayside Gated Estate, Pool, Spa, Deep Water Dock, Kayaks & SUPs
Islamorada, FL
8% off
Price is AU$13,947
AU$13,947
AU$1,992 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
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Chalet
Find the best place to stay - Fiesta Key
Showing deals for: 30 Sept - 3 Oct
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
Sleeps 6 · 2 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
66 reviews(66 reviews)
The current price is AU$1,953
AU$1,953
for 3 nights, 1 villa
AU$651 per night
includes taxes & fees
Relax & Rejuvenate - Perfect Island Retreat w/Kitchen, Pool & Beach access
Sleeps 2 · 1 bedroom · 1 bathroom
The current price is AU$966
AU$966
for 3 nights, 1 home
AU$322 per night
includes taxes & fees
Water View Keys Retreat: Waterfront Villa on Duck Key, Enchanting Open Water Views, Multiple Decks
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
The current price is AU$1,578
AU$1,578
for 3 nights, 1 home
AU$526 per night
includes taxes & fees
Quaint Glamping Cottage on Private Island, Sandy Beach with Freshwater Pool!
Sleeps 5 · 2 bedrooms · 2 bathrooms
7.47.4 out of 10
Goodgood
27 reviews(27 reviews)
The current price is AU$2,838
AU$2,838
for 3 nights, 1 cottage
AU$946 per night
includes taxes & fees
Private Pool Home: 3BR/3BA Sanctuary Village Villa 7219
Sleeps 10 · 3 bedrooms · 3 bathrooms
8.48.4 out of 10
Very goodvery good
8 reviews(8 reviews)
The current price is AU$3,525
AU$3,525
for 3 nights, 1 home
AU$1,175 per night
includes taxes & fees
Charming townhome with ocean views, an open porch & steps from the water
Sleeps 6 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is AU$1,940
AU$1,940
for 3 nights, 1 home
AU$647 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value