Top Vacation homes in Southwest Florida

Find the Top Vacation homes in Southwest Florida – 100+ Quality Options from Leading Providers

Destination
Where do you want to go?
Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
1Filter & Sort
21-40 out of 101 vacation homes
1Filter & Sort
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
6 adults
2 bedrooms
3 beds
From   US$ 251 /nightSelect
  • Outdoor swimming pool with picnic area
  • Free parking and outdoor dining area
  • Flat-screen TV and kitchen utensils
Holiday home
6 adults
2 bedrooms
3 beds
From   US$ 304 /nightSelect
  • Heated outdoor swimming pool
  • Fully equipped kitchen utensils
  • Complimentary Wi-Fi access
  • Outdoor Pool
  • Hot Tub
  • Canal Access
From   US$ 969 /nightSelect
  • Private canal access with dock
  • Heated outdoor swimming pool
  • On-site hot tub and spa facilities
  • Private Pool
  • Fishing Activities
  • Barbecue Area
From   US$ 303 /nightSelect
  • Private pool with lake view
  • Fully equipped kitchen for cooking
  • Outdoor space for BBQ and relaxation
  • Heated pool
  • Outdoor dining
  • Air conditioning
From   US$ 346 /nightSelect
  • Heated swimming pool for relaxation
  • Outdoor dining area for al fresco meals
  • Pet-friendly cottage for furry travelers
Holiday home
  • Private Pool
  • Heated Pool
  • Fitness Centre
From   US$ 1 006 /nightSelect
  • Private pool with beachfront access
  • Heated outdoor swimming pool
  • Horseback riding available on-site
  • Private Pool
  • Hot Tub
  • Rooftop Views
From   US$ 973 /nightSelect
  • Private pool and hot tub
  • Scenic rooftop water views
  • Fully equipped kitchen available
  • Plunge Pool
  • Fully Equipped Kitchen
  • Free Parking
From   US$ 141 /nightSelect
  • Private entrance for each apartment
  • Plunge pool available on-site
  • Fully equipped kitchens in units
6.6
Nice2 reviews
  • Heated pool
  • Beach access
  • Fully equipped kitchen
From   US$ 180 /nightSelect
  • Beachfront access with stunning views
  • Heated swimming pool for relaxation
  • Fully equipped kitchen for convenience
Holiday home
  • Outdoor Pool
  • Patio Area
  • Fully Equipped Kitchen
From   US$ 298 /nightSelect
  • Outdoor swimming pool and garden area
  • Family-friendly with 3 bedrooms available
  • Cycling and fishing activities nearby
Holiday home
From   US$ 455 /nightSelect
Big Sarasota Pass is 1.6 miles from this villa that offers 4 bedrooms along with an equipped kitchenette area.
Holiday home
  • Private Pool
  • Fitness Centre
  • Beach Access
Select
  • Private pool with beachfront access
  • Five-bedroom holiday home
  • Heated outdoor swimming pool
Holiday home
  • Private Pool
  • Heated Pool
  • Flat-screen TV
From   US$ 654 /nightSelect
  • Private pool with balcony access
  • Heated outdoor swimming pool available
  • Fully equipped kitchen facilities
  • Hot tub
  • Tennis court
  • Outdoor pool
From   US$ 153 /nightSelect
  • Private hot tub and outdoor swimming pool
  • Access to fishing and tennis activities
  • Picnic area with private entrance option
Holiday home
From   US$ 512 /nightSelect
  • Outdoor swimming pool
  • Beach access
  • Private entrance
From   US$ 660 /nightSelect
  • Beachfront accommodation with private entrance
  • Heated outdoor swimming pool available
  • Fully equipped kitchen for self-catering
Holiday home
From   US$ 401 /nightSelect
Located 1 miles from Saint Armands Circle, this villa features a heated swimming pool and is equipped with a kitchen.
  • Rooftop terrace
  • Private entrance
  • Beachfront access
From   US$ 378 /nightSelect
  • Views of the Gulf from every room
  • Private entrance for added privacy
  • Rooftop terrace for relaxation
  • Heated pool
  • Beach access
  • Free parking
From   US$ 245 /nightSelect
  • Heated swimming pool for guests
  • Direct beach access for easy enjoyment
  • Fully equipped kitchen for convenience
Holiday home
  • Private pool
  • Outdoor dining
  • Heated pool
From   US$ 130 /nightSelect
  • Private pool with patio space
  • Fully equipped kitchen available
  • Airport shuttle service offered