Search Southwest Florida Cottage Rentals from CA $124

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Browse Select Southwest Florida Cottages

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (182)
"Great place to stay! "
The price is CA $282
CA $371 total
includes taxes & fees
Aug 20 - Aug 21
The Inn On Siesta Key

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

10.0 out of 10, Exceptional, (275)
"So many great features at this house in Bean Point including great access to the beach, Pine Street and a pool area that has it all. Thank you Dan and Lori for a wonderful stay!"
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2

9.8 out of 10, Exceptional, (94)
"Great place. Easy access to beach and surrounding amenities. Would recommend. "
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2

Anna Maria Cottage with Golf Cart

10.0 out of 10, Exceptional, (11)
"This cottage was the perfect anniversary getaway. Centrally located and easy to visit the beaches and explore the island on the provided golfcart"
Anna Maria Cottage with Golf Cart

Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!

9.6 out of 10, Exceptional, (43)
"Proximity to things to do on the island was great!"
The price is CA $220
CA $383 total
includes taxes & fees
Aug 19 - Aug 20
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!

The Cottage by Anna Maria Island

9.6 out of 10, Exceptional, (13)
"Great host ,nice property. We had a problem with the shower, but the host had it fixed almost immediately. Would definitely stay here again."
The Cottage by Anna Maria Island

Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill

10.0 out of 10, Exceptional, (34)
"Had a great family vacation. We spent lots of time on the beach & fishing off the dock. We were especially grateful for your turtle education thank you for letting us partake in that. "
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill

West End Paradise Unit Coral 4 - One bedroom efficiency suite

9.4 out of 10, Exceptional, (23)
"My husband and I thoroughly enjoyed our 4 night stay here! The property and neighborhood was perfect! Everything you need is provided, from kitchen to beach accessories! It was clean, and comfortable. Loved having the parking pass for the private beach area. I preferred something quiet away from the crowds, and this was perfect! I found so many beautiful shells! Can’t wait for our next trip! Would definitely book this place again!"
West End Paradise Unit Coral 4 - One bedroom efficiency suite

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

9.6 out of 10, Exceptional, (46)
"Great place "
The price is CA $206
CA $374 total
includes taxes & fees
Aug 19 - Aug 20
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.0 out of 10, Wonderful, (174)
"Loved this place, very roomy and even had a coffee bar, cute style, and right by the beach."
The price is CA $206
CA $703 total
includes taxes & fees
Aug 24 - Aug 25
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South

10.0 out of 10, Exceptional, (15)
"It was the perfect place for my holiday getaway visiting family!"
The price is CA $124
CA $589 total
includes taxes & fees
Aug 22 - Aug 23
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South

Charming cottage in quiet area, close to beach & bay.

9.8 out of 10, Exceptional, (282)
"Excellent location. House looks exactly like pics. Very clean and decorated beautifully. Short walk to beach. Restaurants within walking distance overall great location. Quiet area, easy checkin. Everything we needed was supplied in house. Would definitely stay again for a longer trip. "
Charming cottage in quiet area, close to beach & bay.

3 Pools, lazy river, walk to 5th ave restaurants!

9.8 out of 10, Exceptional, (117)
"Great 2 bedroom cottage. Short walk to pool and clubhouse. Home was beautiful and well maintained. Would highly recommend!!"
3 Pools, lazy river, walk to 5th ave restaurants!

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

9.2 out of 10, Wonderful, (63)
"Had a lovely stay.. close to beach and Food. "
The price is CA $206
CA $375 total
includes taxes & fees
Aug 25 - Aug 26
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

9.4 out of 10, Exceptional, (54)
"Location was excellent! Close to beaches and some really good restaurants. I recommend the Mudbug the food was awesome and large pirtions. "
The price is CA $207
CA $366 total
includes taxes & fees
Aug 22 - Aug 23
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

West End Paradise Unit Seahorse 3 - two bedroom suite w/water views

9.8 out of 10, Exceptional, (16)
"Great property, very clean and comfortable! The pond in the backyard and wildlife was beautiful. Hosts were very responsive and accommodating!"
West End Paradise Unit Seahorse 3 - two bedroom suite w/water views

ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal

9.8 out of 10, Exceptional, (23)
"Perfect place to stay. 1 mile to the village and beach access. We loved making our own meals in the grill and swimming in the pool. "
ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal

Cottage B - 2 Blocks to the Beach, 5th Street and 3rd Ave. South

9.2 out of 10, Wonderful, (5)
"Loved the cottage and the location. "
The price is CA $274
CA $889 total
includes taxes & fees
Sep 1 - Sep 2
Cottage B - 2 Blocks to the Beach, 5th Street and 3rd Ave. South

Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

9.8 out of 10, Exceptional, (39)
"Great location,nice neighborhood,well equipped. We enjoyed our stay very much!"
The price is CA $275
CA $585 total
includes taxes & fees
Aug 22 - Aug 23
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.

10.0 out of 10, Exceptional, (11)
"nice place great location, we will stay there again"
The price is CA $167
CA $726 total
includes taxes & fees
Aug 24 - Aug 25
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.
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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Top Southwest Florida Hotel Reviews