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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101-120 out of 164 vacation rentals
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Holiday home
5 adults
2 bedrooms
3 beds
From   US$ 230 /nightSelect
  • Outdoor swimming pool for relaxation
  • Golf course and tennis court available
  • Fully equipped kitchen in accommodations
Holiday home
8 adults
3 bedrooms
4 beds
From   US$ 175 /nightSelect
  • Fully equipped kitchen for self-catering
  • Private entrance for added privacy
  • Outdoor space with furniture on balcony
  • Private Entrance
  • Outdoor Furniture
  • Balcony Views
From   US$ 189 /nightSelect
  • Steps from Siesta Key Beach
  • Outdoor swimming pool for relaxation
  • Children's playground for family fun
  • Private Pool
  • Heated Pool
  • Billiard Tables
From   US$ 233 /nightSelect
  • Private entrance with pool views
  • Heated pool open all year
  • On-site billiards and fishing
  • Private Beach
  • Heated Pools
  • Fitness Centre
From   US$ 273 /nightSelect
  • Private beach access with barbecue facilities
  • Two outdoor heated pools with views
  • Spacious apartment with balcony and garden views
  • Balcony
  • Kitchen
  • Swimming Pool
From   US$ 225 /nightSelect
  • Lake view balcony with outdoor dining
  • Fully equipped kitchen for meal prep
  • Outdoor swimming pool for relaxation
  • Private Pool
  • Tennis Court
  • Jacuzzi
From   US$ 425 /nightSelect
  • Private pool with scenic lake views
  • On-site tennis court for active guests
  • Jacuzzi available for ultimate relaxation
Apartment
  • Fitness centre
  • Heated pool
  • Tennis court
From   US$ 206 /nightSelect
  • Private entrance for each unit
  • Heated outdoor swimming pool
  • On-site tennis court available
Apartment
  • Hot tub
  • Children's playground
  • Outdoor pool
From   US$ 377 /nightSelect
  • Direct beach access for guests
  • Outdoor swimming pool and hot tub
  • Children's playground on-site
  • Private Beach
  • Outdoor Pool
  • Tennis Court
From   US$ 180 /nightSelect
  • Private beach access with sea views
  • Year-round outdoor swimming pool
  • Tennis court for active guests
  • Swimming Pool
  • Private Parking
  • Air Conditioning
From   US$ 50 /nightSelect
  • Private terrace and outdoor dining area
  • Outdoor swimming pool with sun loungers
  • Fully equipped kitchenette for meals
  • Plunge Pool
  • Fully Equipped Kitchen
  • Satellite TV
From   US$ 459 /nightSelect
  • Private plunge pool for relaxation
  • Fully equipped kitchen for convenience
  • Satellite TV for entertainment
  • Private Parking
  • Beach Access
  • Air Conditioning
From   US$ 330 /nightSelect
  • Direct beach access
  • Fully equipped kitchen
  • Flat-screen TV with streaming
Holiday home
  • Jacuzzi
  • Private Entrance
  • Outdoor Dining
From   US$ 179 /nightSelect
  • Outdoor swimming pool with jacuzzi
  • Fully equipped kitchen in each unit
  • Activities like cycling and fishing
  • Heated Pool
  • Outdoor Dining
  • Barbecue Area
From   US$ 170 /nightSelect
  • Heated outdoor swimming pool
  • Fully equipped kitchen available
  • Private entrance for added privacy
  • Plunge Pool
  • Private Entrance
  • Air Conditioning
From   US$ 498 /nightSelect
  • Private plunge pool for exclusive relaxation
  • Fully equipped kitchen for convenient dining
  • Short walk to Siesta Key Beach
Apartment
  • Outdoor Pool
  • Cycling Area
  • Tennis Court
From   US$ 150 /nightSelect
  • Heated outdoor swimming pool
  • Children's playground on-site
  • Fully equipped kitchen available
  • Air conditioning
  • Garden access
  • Private entrance
From   US$ 218 /nightSelect
  • Private balcony with garden views
  • Bikes available for guest use
  • 500 meters from Gulfside Beach
  • Private Balcony
  • Bicycles
  • Garden
From   US$ 314 /nightSelect
  • Private balcony for relaxation
  • Bicycles for exploring Sanibel
  • Garden for outdoor leisure
  • Fully equipped kitchen
  • Private entrance
  • Beach access
From   US$ 333 /nightSelect
  • Private entrance enhances guest privacy
  • Complimentary bikes for exploring Sanibel
  • Pet-friendly accommodation available