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
41-60 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
From   US$ 496 /nightSelect
  • Private pool with hot tub amenities
  • Proximity to Siesta Key Beach activities
  • Fully equipped kitchen for convenience
6 adults
2 bedrooms
3 beds
From   US$ 133 /nightSelect
  • Outdoor swimming pool and hot tub
  • Fully equipped kitchen in every apartment
  • Children's playground available on-site
  • Sea Views
  • Private Entrance
  • Fully Equipped Kitchen
From   US$ 883 /nightSelect
  • Sea view from spacious holiday home
  • Private entrance for added privacy
  • Fully equipped kitchen for convenience
  • Private parking
  • Family amenities
  • No smoking
Select
  • Free private parking for guests
  • Pet-friendly accommodations available
  • Non-smoking property throughout
  • Private pool
  • Hot tub
  • Full kitchen
From   US$ 505 /nightSelect
  • Private pool and hot tub available
  • Direct access to Siesta Key Beach
  • Ideal for diving and fishing activities
Holiday home
  • Spa Bath
  • Private Terrace
  • Fully Equipped Kitchen
From   US$ 254 /nightSelect
  • Spa bath for ultimate relaxation
  • Private terrace for tranquil outdoor space
  • Fully equipped kitchen with dishwasher
Holiday home
  • Beach access
  • Golf course
  • Private entrance
From   US$ 428 /nightSelect
  • Beachfront location with private entrance
  • Fully equipped kitchen with dishwasher
  • On-site activities like horseback riding
  • Outdoor pool
  • Fitness centre
  • Private patio
From   US$ 1 048 /nightSelect
  • Private entrance for added privacy
  • Heated outdoor swimming pool available
  • Nearby beach and golf activities
  • Air Conditioning
  • Private Entrance
  • Heated Pool
From   US$ 788 /nightSelect
  • Beachfront access steps from the villa
  • Private entrance for enhanced privacy
  • Heated outdoor swimming pool available
Holiday home
  • Private Pool
  • Beach Access
  • Heated Pool
From   US$ 1 111 /nightSelect
  • Private pool with sea views
  • Beachfront property access
  • Four spacious bedrooms
  • Private Pool
  • Hot Tub
  • Salt-Water Pool
Select
  • Private pool with stunning sea views
  • Hot tub for ultimate relaxation
  • Heated salt-water swimming pool
Holiday home
Select
Holiday home
  • Private Pool
  • Heated Pool
  • Beach Access
Select
  • Private pool with beach access
  • Fully equipped kitchen available
  • Heated outdoor swimming pool
Holiday home
From   US$ 423 /nightSelect
Holiday home
  • Private Pool
  • Game Room
  • Golf Course
From   US$ 1 716 /nightSelect
  • Private pool with sea views
  • Access to golf course on site
  • Game room for family entertainment
Holiday home
  • Private Beach
  • Outdoor Pool
  • Fully Equipped Kitchen
From   US$ 395 /nightSelect
  • Direct access to private beach area
  • Outdoor swimming pool with garden views
  • Three-bedroom holiday home with terrace
Holiday home
  • Private Pool
  • Flat-Screen TV
  • Beach Access
From   US$ 1 438 /nightSelect
  • Private pool with patio views
  • Air conditioning and flat-screen TV
  • Non-smoking property with beach access
  • Heated pool
  • Beach access
  • Private parking
From   US$ 279 /nightSelect
  • Heated swimming pool access
  • Beach access within walking distance
  • Fully equipped kitchen provided
  • Outdoor Pool
  • Beach Access
  • Kitchen Utensils
From   US$ 214 /nightSelect
  • Outdoor swimming pool for leisure
  • Engaging activities like fishing and windsurfing
  • Wi-fi for convenient connectivity
  • Outdoor Pool
  • Fully Equipped Kitchen
  • Patio Area
From   US$ 179 /nightSelect
  • Heated outdoor swimming pool
  • Fully equipped kitchen in every unit
  • Activities like fishing and canoeing