Southwest Coast Florida Vacation Rentals

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Our top choices for Southwest Coast Florida vacation rentals

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
South Village
9.6 out of 10, Exceptional, (301)
"The rooms were perfect, and the staff was great. The location was perfect and peaceful"
United States
Marybeth
The price is ₩609,419
₩762,296 total
includes taxes & fees
Jan 21 - Jan 22, 2026
The Residences at Siesta Key Beach by Hyatt Vacation Club

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
10.0 out of 10, Exceptional, (3)
"The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay."
United States
Traci
The price is ₩330,683
₩664,068 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Alamanda Villas

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (61)
"Very great stay will stay again "
United States
Joseph
The price is ₩433,061
₩548,083 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Seabreeze at Anna Maria Island Inn

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (247)
"Lovely decor, very clean"
United States
Frederick
The price is ₩338,798
₩382,842 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Kon Tiki Inn

Marriott's Crystal Shores

Marriott's Crystal Shores
3.5 star property
South End
9.2 out of 10, Wonderful, (225)
"Beautiful property "
United States
Rose
The price is ₩1,520,831
₩1,688,123 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Marriott's Crystal Shores

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (191)
"Great place to stay! "
United States
Carlos
The price is ₩553,540
₩715,246 total
includes taxes & fees
Dec 28 - Dec 29
The Inn On Siesta Key

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (932)
"The view of the beach was spectacular. "
United States
Carol
The price is ₩424,545
₩990,641 total
includes taxes & fees
Jan 3 - Jan 4, 2026
GullWing Beach Resort

Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (403)
"Beautiful location. Walking distance to beach. "
United States
Maria
The price is ₩463,428
₩586,514 total
includes taxes & fees
Dec 27 - Dec 28
Haley's at The Anna Maria Island Inn

Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (172)
"We had a great stay! The property was located within a short walk to the beach. We will be back!"
United States
Anonymous traveler
Palm Tree Villas

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.2 out of 10, Wonderful, (334)
"Fabulous stay! Super clean!"
United States
Sarah
The price is ₩477,957
₩604,901 total
includes taxes & fees
Dec 27 - Dec 28
Pelican Post at Anna Maria Island Inn

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
The price is ₩144,400
₩811,541 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Chadwick Cove Resort & Marina

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2584)
"wonderful family friendly and spotless resort"
United States
Mary Anne
The price is ₩531,547
₩671,568 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Sundial Beach Resort & Spa

Hibiscus House Bed Breakfast Citrus Room

Hibiscus House Bed Breakfast Citrus Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (1)
"Absolutely beautiful room and amenities and the breakfast was delicious and with so many options. Loved the communication and cannot wait to come back! "
United States
Crissa
The price is ₩217,287
₩320,764 total
includes taxes & fees
Dec 29 - Dec 30
Hibiscus House Bed Breakfast Citrus Room

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1123)
"Really nice, updated, and clean room with a screened waterfront balcony in a perfect place on the island (far enough away from the big resorts to be in a quieter area, but close enough to the center area of the island to be convenient). "
United States
Chris
The price is ₩375,138
₩418,280 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Island Inn

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (38)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is ₩268,633
₩594,007 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Siesta Heron Suites & Villas

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (271)
"Rooms are dated but clean and the kitchens are well outfiited with dishes and cooking supplies. Parking under the unit is awesome. Would recommend for motorcycle riders. Check in and out was really smooth and hasle free."
United States
Randy
The price is ₩399,563
₩455,490 total
includes taxes & fees
Jan 2 - Jan 3, 2026
River Wilderness Waterfront Cabins

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.4 out of 10, Exceptional, (82)
"Perfect location, helpful staff, awesome place! "
United States
Mark Gregory
The price is ₩489,526
₩553,164 total
includes taxes & fees
Jan 4 - Jan 5, 2026
SeaSpray Resort

Siesta Sands Beach Resort Gulf View

Siesta Sands Beach Resort Gulf View
2.5 star property
South Village
10.0 out of 10, Exceptional, (1)
"Loved to property! Clean and accommodating. Had a beautiful ocean view and could walk right out to the beach. Pool area was clean."
United States
Jessica
Siesta Sands Beach Resort Gulf View

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (268)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
The price is ₩180,648
₩309,744 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Matlacha Tiny Village

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1018)
"The condo was great. Beautiful location and wonderful room."
United States
Jason
Lovers Key Resort
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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