
Holiday rentals near Fiesta Key
We found 485 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:19 Sept - 26 Sept
Image gallery for Private Pool Oasis - Centrally Located in Florida Keys

1010 out of 10 rating
Exceptional
(30 reviews)
Private Pool Oasis - Centrally Located in Florida Keys
Marathon, FL
7% off
Price is NZ$6,134
NZ$6,134
NZ$876 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 NZ$4,110
NZ$4,110
NZ$587 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 NZ$6,710
NZ$6,710
NZ$959 per night
includes taxes & fees
Image gallery for Atlantic Ocean Beachfront Duplex With Private Dock and best beach

1010 out of 10 rating
Exceptional
(64 reviews)
Atlantic Ocean Beachfront Duplex With Private Dock and best beach
Long Key, FL
8% off
Price is NZ$6,710
NZ$6,710
NZ$959 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 NZ$4,991
NZ$4,991
NZ$713 per night
includes taxes & fees
Image gallery for Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

9.69.6 out of 10 rating
Exceptional
(25 reviews)
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
Islamorada, FL
8% off
Price is NZ$5,415
NZ$5,415
NZ$774 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
(197 reviews)
Luxury 3BR/3BA Cottage with the Best Sunset Views in the Florida Keys!
Marathon, FL
8% off
Price is NZ$6,009
NZ$6,009
NZ$858 per night
includes taxes & fees
Image gallery for Waterfront Retreat

1010 out of 10 rating
Exceptional
(23 reviews)
Waterfront Retreat
Marathon, FL
14% off
Price is NZ$3,332
NZ$3,332
NZ$476 per night
includes taxes & fees
Image gallery for Villa 5053 on Duck Key BOAT SLIP available

9.69.6 out of 10 rating
Exceptional
(43 reviews)
Villa 5053 on Duck Key BOAT SLIP available
Marathon, FL
7% off
Price is NZ$3,724
NZ$3,724
NZ$532 per night
includes taxes & fees
Image gallery for Villa 5028 on Duck Key BOAT SLIP available

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Villa 5028 on Duck Key BOAT SLIP available
Marathon, FL
7% off
Price is NZ$3,724
NZ$3,724
NZ$532 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
7% off
Price is NZ$3,428
NZ$3,428
NZ$490 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 NZ$4,104
NZ$4,104
NZ$586 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 NZ$4,083
NZ$4,083
NZ$583 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 NZ$3,979
NZ$3,979
NZ$568 per night
includes taxes & fees
Image gallery for PLUNGE POOL VILLA ON BLUE WATER LAGOON DUCK Key/MARATHON, FL

9.69.6 out of 10 rating
Exceptional
(73 reviews)
PLUNGE POOL VILLA ON BLUE WATER LAGOON DUCK Key/MARATHON, FL
Marathon, FL
15% off
Price is NZ$3,629
NZ$3,629
NZ$518 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
7% off
Price is NZ$3,433
NZ$3,433
NZ$490 per night
includes taxes & fees
Image gallery for Villa 7075 on Duck Key BOAT SLIP available

9.09.0 out of 10 rating
Wonderful
(28 reviews)
Villa 7075 on Duck Key BOAT SLIP available
Marathon, FL
7% off
Price is NZ$3,852
NZ$3,852
NZ$550 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 NZ$3,852
NZ$3,852
NZ$550 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 NZ$3,724
NZ$3,724
NZ$532 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 NZ$3,715
NZ$3,715
NZ$531 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 NZ$3,724
NZ$3,724
NZ$532 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 NZ$3,724
NZ$3,724
NZ$532 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 NZ$5,415
NZ$5,415
NZ$774 per night
includes taxes & fees
Image gallery for Renovated 2BR Villa with Spa, Water Views & Private Patio with Private Dip Pool!

1010 out of 10 rating
Exceptional
(217 reviews)
Renovated 2BR Villa with Spa, Water Views & Private Patio with Private Dip Pool!
Marathon, FL
8% off
Price is NZ$4,581
NZ$4,581
NZ$654 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Fiesta Key
Showing deals for: 14 Sept - 17 SeptKey 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 NZ$2,207
NZ$2,207
for 3 nights, 1 villa
NZ$736 per night
includes taxes & fees
Luxurious Oceanside Villa in the Florida Keys with Stunning Views
Sleeps 6 · 2 bedrooms · 2+ bathrooms
6.06.0 out of 10
7 reviews(7 reviews)
The current price is NZ$2,209
NZ$2,209
for 3 nights, 1 villa
NZ$736 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 NZ$1,010
NZ$1,010
for 3 nights, 1 home
NZ$337 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
9.69.6 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
The current price is NZ$1,888
NZ$1,888
for 3 nights, 1 home
NZ$629 per night
includes taxes & fees
Conch Key Cottage 2 bed 1 bath home w/ramp access
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
The current price is NZ$1,827
NZ$1,827
for 3 nights, 1 home
NZ$609 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 NZ$2,504
NZ$2,504
for 3 nights, 1 cottage
NZ$835 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