Top Holiday rentals in Southwest Florida
Find the Top Holiday rentals in Southwest Florida – 50+ Quality Options from Leading Providers
1-20 out of 50 holiday rentals
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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
Homestay
From
US$ 80
/night
- Private patio with garden views
- On-site spa services available
- Outdoor dining picnic area
- Zero-entry Pool
- Tiki Lounge
- Beach Gear
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
Apartment
- Swimming Pool
- Children's Playground
- Outdoor Dining
From
US$ 51
/night
- Outdoor swimming pool with pool views
- Children's playground for family fun
- On-site activities like cycling and fishing
- 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
Apartment
- Beach access
- Full kitchens
- Outdoor dining
From
US$ 284
/night
- Direct beach access with provided equipment
- Fully equipped kitchens in all cottages
- On-site activities like cycling and fishing
Apartment
- Outdoor pool
- Beach access
- Family rooms
From
US$ 179
/night
- Beachfront access with picnic area
- Outdoor swimming pool open all year
- Family-friendly with barbecue facilities
Apartment
- Private Beach
- Garden
- Tennis Equipment
From
US$ 148
/night
- Private beach area access
- Family-friendly accommodations available
- Tennis equipment on site
- Heated Pool
- Hot Tub
- Bar Lounge
From
US$ 136
/night
- Heated outdoor pool with sun terrace
- Hot tub for ultimate relaxation
- In-house bar and lounge area
Apartment
- Private Parking
- Dining Area
- Living Room
From
US$ 115
/night
- Private entrance for added privacy
- Air-conditioned spacious apartment
- Flat-screen TV in living room
- 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
Apartment
- Private entrance
- Outdoor pool
- Cycling access
From
US$ 142
/night
- Outdoor swimming pool for relaxation
- Fully-equipped kitchens in apartments
- Proximity to Anna Maria City Pier
- 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
Apartment
- Outdoor Pool
- Children's Playground
- Cycling Options
From
US$ 150
/night
- Heated outdoor swimming pool
- Children's playground on-site
- Fully equipped kitchen available
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
Apartment
- Outdoor pool
- Fitness centre
- Private entrance
From
US$ 150
/night
- Outdoor swimming pool with garden views
- Fully equipped kitchen for dining in
- Private entrance for added privacy
Apartment
- Outdoor fireplace
- Fitness room
- Hot tub
- Year-round outdoor heated pool
- On-site sports facilities available
- Traditional American dining on-site
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