Top Holiday homes in Southwest Florida
Find the Top Holiday homes in Southwest Florida – 20+ Quality Options from Leading Providers
1-20 out of 23 holiday homes
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6 adults
2 bedrooms
3 beds
From
US$ 155
/night
- Complimentary canoes for adventure seekers
- Pet-friendly accommodations for furry friends
- Screened-in porches with lake views
8 adults
2 bedrooms
3 beds
From
US$ 132
/night
- Only hotel in Siesta Key Village
- Heated zero-entry pool with hammocks
- The Big Tiki Lounge on-site
Holiday home
- Private Parking
- Spa Bath
- Well-equipped Kitchen
From
US$ 250
/night
- Five bedrooms for spacious family gatherings
- Private parking and air conditioning included
- Relaxing hot tub for ultimate comfort
- Outdoor Pool
- Tiki Huts
- Bike Hire
From
US$ 223
/night
- Two-minute walk to beach access
- Outdoor seating Tiki huts available
- Free beach chairs and towels provided
- Plunge Pool
- Private Entrance
- Fully Equipped Kitchen
From
US$ 141
/night
- Private entrance to each apartment
- Plunge pool on site
- Fully equipped kitchen in units
- Outdoor pool
- Free parking
- Pets allowed
From
US$ 199
/night
- Private entrance for added privacy
- Heated outdoor swimming pool
- Beach access less than 500 metres
Villa
- Private Pool
- Tennis Court
- Hot Tub
From
US$ 384
/night
- Private pool with lake view
- On-site tennis court access
- Free use of bicycles available
- Outdoor pool
- Private beach
- Water sports
From
US$ 237
/night
- Private beach access with activities
- Heated outdoor swimming pool
- Villa with sea views and terrace
Holiday home
- Garden
- Patio
- Fireplace
From
US$ 244
/night
- Outdoor terrace with barbecue facilities
- Air-conditioned holiday home with garden views
- Canoeing available nearby for guests
Holiday home
- Outdoor Shower
- Picnic Area
- Kitchenette
From
US$ 5
/night
- Unique tiny houses with custom features
- Proximity to award-winning Siesta Key Beach
- Fun nightlife and dining in Siesta Village
Holiday home
- Heated Pool
- On-site Spa
- Kitchen Utensils
From
US$ 304
/night
- Heated outdoor swimming pool
- On-site spa services available
- Fully equipped kitchen utensils
- Private Pool
- Garden
- Cycling Access
From
US$ 173
/night
- Private pool with garden views
- 3 spacious bedrooms for families
- Outdoor activities like cycling available
Holiday home
- Hot tub
- Outdoor pool
- Children's playground
From
US$ 133
/night
- Private entrance for enhanced privacy
- Outdoor pool and hot tub facilities
- Cycling and fishing activities available
- Outdoor Pool
- Picnic Area
- Heated Pool
From
US$ 327
/night
- Outdoor swimming pool and terrace access
- Fully equipped kitchens in select units
- Picnic area with outdoor dining options
Holiday home
- Private Pool
- Beach Access
- Barbecue Facilities
From
US$ 1 826
/night
- Private pool with balcony views
- Direct access to Crescent Beach
- Pet-friendly accommodations available
- Rooftop Terrace
- Beach Access
- Air Conditioning
From
US$ 378
/night
- Uninterrupted Gulf views from every room
- Private rooftop terrace with sea views
- Wide range of on-site activities available
- Heated pool
- Hot tub
- Tennis court
From
US$ 635
/night
- Heated private outdoor swimming pool
- Sea view terrace for dining
- On-site hot tub for relaxation
Holiday home
- Barbecue facilities
- Air conditioning
- Flat-screen TV
From
US$ 123
/night
- Outdoor dining area with garden views
- Fully equipped kitchen for self-catering
- Pet-friendly accommodations available
Villa
- Private Pool
- Playground
- Bicycles
From
US$ 198
/night
- Private pool with scenic lake views
- Outdoor playground for children
- Free bikes available for exploring
Holiday home
- Full Kitchen
- Garden
- Free Parking
From
US$ 148
/night
- River view holiday homes with patios
- Full kitchen with induction cooktops
- Canoeing and fishing activities available
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