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Check prices for these dates

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May 9 - May 11
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May 16 - May 18
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May 30 - Jun 1
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Jun 27 - Jun 29

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Featured Cottages in Florida

Orlando Lakefront Tiny House Community
The Club House

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (293)
"The house near the lake was wonderful. We thoroughly enjoyed our stay and would certainly love to come back. The staff was excellent and very responsive to all our needs. Overall, it was a fantastic experience."
The price is CA $97
CA $211 total
includes taxes & fees
May 5 - May 6
Orlando Lakefront Tiny House Community
Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (223)
"Lovely, quiet place on the water with plenty of space in the houseboat"
The price is CA $192
CA $355 total
includes taxes & fees
May 1 - May 2
Old Wooden Bridge Resort and Marina
Beach Place Guesthouses
On the beach, sun loungers, beach umbrellas, beach towels

Beach Place Guesthouses

3.0 star property
9.4 out of 10, Exceptional, (622)
"Very nice room in a property with beautiful ocean access and lots of chairs, tables and places to enjoy the ocean view."
The price is CA $303
CA $358 total
includes taxes & fees
May 5 - May 6
Beach Place Guesthouses
Tropical Cottages
Exterior

Tropical Cottages

3.0 star property
8.4 out of 10, Very good, (805)
"It was verry cozy!"
The price is CA $180
CA $202 total
includes taxes & fees
May 1 - May 2
Tropical Cottages
Lake Ida Beach Resort
Outdoor pool, pool umbrellas, sun loungers

Lake Ida Beach Resort

3.0 star property
7.4 out of 10, Good, (174)
"Very nice stay...2 days. Very comfortable. Recommend. "
The price is CA $104
CA $116 total
includes taxes & fees
May 1 - May 2
Lake Ida Beach Resort
The Inn On Siesta Key
The Cabana, 2 Bedroom 2 Bath (1 King, 2 Twins) | Balcony view

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (175)
"Outstanding service. Room and facility was very clean. Staff is amazing. We would strongly recommend The Inn and we plan on returning for our next vacation "
The price is CA $312
CA $404 total
includes taxes & fees
May 11 - May 12
The Inn On Siesta Key
Pirate's Pointe Resort
View from property

Pirate's Pointe Resort

3.0 star property
9.4 out of 10, Exceptional, (209)
"Loved the cottage feel. Great kitchen and amenities. Definitely stay there again. "
Pirate's Pointe Resort
The "Grouper"
Beach

The "Grouper"

9.4 out of 10, Exceptional, (26)
"Great location."
The price is CA $137
CA $292 total
includes taxes & fees
May 4 - May 5
The "Grouper"
Adorable cottage central to everything
Fridge, microwave, oven, stovetop

Adorable cottage central to everything

10.0 out of 10, Exceptional, (95)
"Very cute place with awesome personal touches."
The price is CA $165
CA $335 total
includes taxes & fees
May 1 - May 2
Adorable cottage central to everything
The Dutch Getaway
Property grounds

The Dutch Getaway

9.8 out of 10, Exceptional, (37)
"We stayed here over two weekends and it was very clean and accommodating. "
The price is CA $159
CA $329 total
includes taxes & fees
May 1 - May 2
The Dutch Getaway
Cottages El Portal
Full-size fridge, microwave, oven, stovetop

Cottages El Portal

3.0 star property
9.0 out of 10, Wonderful, (235)
"Very nice affordable, and quiet place."
Cottages El Portal
Tranquil Waterfront Cottage. 1 Bedroom, 1 Bathroom. Sleeps 2
Property grounds

Tranquil Waterfront Cottage. 1 Bedroom, 1 Bathroom. Sleeps 2

10.0 out of 10, Exceptional, (303)
"Lovely little cottage and a crystal clear creek. We were fortunate to see a manatee just after we arrived. What a thrill. Great little property. Will visit again."
Tranquil Waterfront Cottage. 1 Bedroom, 1 Bathroom. Sleeps 2
Heart of Downtown Key West Cottage With Off-Street Parking
Exterior

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (121)
"Perfect spot for small group or couple to stay one block over from Duval St. Highly recommend staying here!"
Heart of Downtown Key West Cottage With Off-Street Parking
The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!
Beach nearby, sun loungers, beach towels

The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

9.8 out of 10, Exceptional, (188)
"Great place to stay."
The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!
Romantic Dog-Friendly Cottage with Shared Pool, Beach Access, & Plenty of Charm
Beach nearby

Romantic Dog-Friendly Cottage with Shared Pool, Beach Access, & Plenty of Charm

8.4 out of 10, Very good, (131)
"The place is adorable and convenient to the town. Could use a little updating with the downstairs furniture and some repairs on a few of the blinds. This was our second time there and would definitely stay again. "
The price is CA $318
CA $625 total
includes taxes & fees
May 6 - May 7
Romantic Dog-Friendly Cottage with Shared Pool, Beach Access, & Plenty of Charm
Private family waterfront beach cottage. Best location step out to bay and gulf
On the beach

Private family waterfront beach cottage. Best location step out to bay and gulf

9.0 out of 10, Wonderful, (87)
"Very cute and quaint quite cottage "
The price is CA $389
CA $783 total
includes taxes & fees
May 26 - May 27
Private family waterfront beach cottage. Best location step out to bay and gulf
'Cozy for Two' - Delightful for a Couple
Property grounds

'Cozy for Two' - Delightful for a Couple

10.0 out of 10, Exceptional, (394)
"Clean. Well appointed. As advertised and nice for two people. Info provided by owners as to the area detailed and helpful."
The price is CA $304
CA $620 total
includes taxes & fees
May 3 - May 4
'Cozy for Two' - Delightful for a Couple
Cozy Getaway with pool and minutes to the beach!!!
Outdoor pool, a heated pool

Cozy Getaway with pool and minutes to the beach!!!

9.6 out of 10, Exceptional, (20)
"Very clean, great location!"
Cozy Getaway with pool and minutes to the beach!!!
Cottages Christian Retreat
Beach nearby, white sand

Cottages Christian Retreat

3.0 star property
9.6 out of 10, Exceptional, (15)
"Excellent place"
Cottages Christian Retreat
Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (135)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
Cottage with Pool and Boat Dockage just minutes to Key West!
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.
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