Top Holiday rentals in Southwest Florida

Find the Top Holiday rentals in Southwest Florida – 20+ 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
2Filter & Sort
21-26 out of 26 holiday rentals
2Filter & Sort
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
4 adults
2 bedrooms
2 beds
From   US$ 273 /nightSelect
  • Private beach access with patio
  • Two outdoor pools with views
  • On-site tennis court available
Apartment
4 adults
2 bedrooms
3 beds
From   US$ 142 /nightSelect
  • Outdoor swimming pool for relaxation
  • Fully-equipped kitchens in apartments
  • Proximity to Anna Maria City Pier
  • Outdoor Pool
  • Fishing Activities
  • Heated Pool
From   US$ 179 /nightSelect
  • Private rooms with fully equipped kitchens
  • Heated pool with outdoor sun loungers
  • Activities including fishing and canoeing
  • Plunge Pool
  • Private Entrance
  • Fully Equipped Kitchen
From   US$ 141 /nightSelect
  • Private entrance to each apartment
  • Plunge pool on site
  • Fully equipped kitchen in units
  • Outdoor pool
  • Beach access
  • Family rooms
From   US$ 179 /nightSelect
  • Beachfront access with picnic area
  • Outdoor swimming pool open all year
  • Family-friendly with barbecue facilities
  • On-site spa
  • Fully equipped kitchen
  • Air conditioning
From   US$ 529 /nightSelect
  • On-site spa with massage facilities
  • Fully equipped kitchen with dishwasher
  • Balcony with air-conditioned comfort
  • 1
  • 2