Top Vacation rentals in Southwest Florida

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

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Rooms & Guests
22 Guests, 1 Room
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81-100 out of 164 vacation rentals
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4 adults
1 bedroom
2 beds
From   US$ 332 /nightSelect
  • Direct beach access from all units
  • Private beach area for guests' enjoyment
  • Outdoor swimming pool with views
6 adults
3 bedrooms
3 beds
From   US$ 225 /nightSelect
  • Fully equipped kitchens in all units
  • Air-conditioned family-friendly accommodations
  • Close access to golf activities
  • Fully equipped kitchen
  • Air conditioning
  • Free parking
From   US$ 234 /nightSelect
  • Steps from Siesta Key Beach
  • Fully equipped kitchen in units
  • Free parking on-site
  • Private Entrance
  • Outdoor Pool
  • Barbecue Patio
From   US$ 130 /nightSelect
  • Private entrance with pool views
  • Outdoor swimming pool with barbecue patio
  • Air-conditioned apartment with cable TV
  • Private Beach
  • Hot Tub
  • Fitness Center
From   US$ 400 /nightSelect
  • Direct access to private beach
  • Two heated swimming pools
  • Tennis and pickleball courts
  • Hot tub
  • Private beach
  • Outdoor pool
From   US$ 444 /nightSelect
  • Beachfront accommodation with sea views
  • On-site outdoor swimming pool
  • Private beach area for guests
  • Private Entrance
  • Outdoor Dining
  • Pet-Friendly
From   US$ 152 /nightSelect
  • Private entrance for added privacy
  • Outdoor dining area for relaxation
  • Pet-friendly accommodations available
Holiday home
  • Garden Patio
  • Baby Safety Gate
  • Blu-ray Player
From   US$ 244 /nightSelect
  • Fully equipped kitchen with dishwasher
  • Outdoor terrace with garden view
  • Barbecue facilities for warm weather
  • Swimming pool
  • Private entrance
  • Laundry area
From   US$ 82 /nightSelect
  • Heated outdoor swimming pool
  • Fully equipped kitchen in every unit
  • Private entrance for added convenience
Holiday home
  • Private Pool
  • Indoor Pool
  • Outdoor Dining
From   US$ 480 /nightSelect
  • Private pool and outdoor dining area
  • Indoor and outdoor swimming pools
  • Pets allowed for comfortable stays
  • Private entrance
  • Equipped kitchen
  • Free parking
From   US$ 213 /nightSelect
  • Private entrance for enhanced privacy
  • Fully equipped kitchen for convenience
  • Free parking on-site available
  • Outdoor pool
  • Fully equipped kitchen
  • Garden barbecue
From   US$ 255 /nightSelect
  • Outdoor pool with scenic views
  • Fully equipped kitchen for convenience
  • Garden with barbecue facilities available
  • Plunge Pool
  • Kitchen
  • Free Parking
From   US$ 1 060 /nightSelect
  • Plunge pool and private entrance
  • Fully equipped kitchen with oven
  • 100 metres from Crescent Beach
  • Plunge Pool
  • Private Entrance
  • Kitchenette
From   US$ 734 /nightSelect
  • Direct access to Crescent Beach
  • Plunge pool with sea views
  • Fully equipped kitchens in units
  • Beach Access
  • Air Conditioning
  • Flat-screen TV
From   US$ 199 /nightSelect
  • Just a block from Siesta Key Beach
  • Private entrance for added privacy
  • On-site bike and car rental services
  • Plunge Pool
  • Well-fitted Kitchen
  • Private Bathroom
From   US$ 664 /nightSelect
  • Private entrance to apartments
  • On-site plunge pool for relaxation
  • Free parking available on-site
  • Plunge Pool
  • Private Entrance
  • Fully Equipped Kitchen
From   US$ 423 /nightSelect
  • Plunge pool with sea views
  • Fully equipped kitchen and washer
  • Private entrance for added privacy
Holiday home
  • Outdoor dining
  • Barbecue area
  • Flat-screen TV
From   US$ 123 /nightSelect
  • Pet-friendly accommodations with outdoor dining
  • Fully equipped kitchen for home-cooked meals
  • Private terrace with barbecue facilities
  • Heated Pool
  • Fishing
  • Billiards
From   US$ 109 /nightSelect
  • Heated outdoor swimming pool
  • River views from private terrace
  • Billiards and fishing activities
Apartment
  • Outdoor Pool
  • Private Entrance
  • Well-Fitted Kitchen
From   US$ 142 /nightSelect
  • Outdoor swimming pool with cycling access
  • Private entrance to each unit
  • Fully equipped kitchens in all units