Top Holiday rentals in Southwest Florida
Find the Top Holiday rentals in Southwest Florida – 20+ Quality Options from Leading Providers
1-20 out of 26 holiday rentals
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From
US$ 409
/night
- Private pool and garden relaxation
- Equipped for families with bikes
- Pets allowed for friendly stays
Holiday home
5 adults
2 bedrooms
3 beds
From
US$ 240
/night
- Private beach access with sun loungers
- Outdoor swimming pool and barbecue facilities
- Fully equipped kitchens in accommodations
Holiday home
- Heated pool
- Beach access
- Full kitchen
From
US$ 324
/night
- Heated swimming pool for relaxation
- Direct beach access for guests
- Fully equipped kitchen facilities
Holiday home
- Private parking
- Golf course
- Kitchenette
From
US$ 457
/night
- Proximity to Siesta Key Beach
- Fully equipped kitchen available
- On-site golf course access
Holiday home
- Private Pool
- Air Conditioning
- Flat-screen TV
- Private pool for relaxation
- Air-conditioned patio area
- Outdoor dining setup available
Holiday home
- Heated pool
- Tennis court
- Private parking
- Beachfront access to Crescent Beach
- Heated swimming pool for relaxation
- On-site tennis court for activities
- 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
- Beachfront Villas
- Heated Pool
- Grocery Access
From
US$ 586
/night
- Direct access to white sands of Crescent Beach
- Complimentary beach chairs and umbrella setup
- Heated swimming pool with recent renovations
Homestay
- Outdoor fireplace
- Picnic area
- Bicycle rental
From
US$ 80
/night
- Private patio with garden views
- On-site spa services available
- Outdoor dining picnic area
- 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
- Outdoor Pool
- Fishing
- Canoeing
From
US$ 155
/night
- Complimentary canoes for adventure seekers
- Pet-friendly accommodations for furry friends
- Screened-in porches with lake views
Apartment
- Heated Pool
- Fully Equipped Kitchen
- Sun Terrace
From
US$ 82
/night
- Heated outdoor swimming pool
- Fully equipped kitchen in every unit
- Private entrance for added convenience
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
- Lakeview Balcony
- Equipped Kitchen
- Outdoor Pool
From
US$ 225
/night
- Balcony with stunning lake views
- Fully equipped kitchen and dining area
- Outdoor swimming pool for relaxation
Apartment
- Plunge Pool
- Private Entrance
- Full Kitchen
From
US$ 171
/night
- Private entrance for enhanced privacy
- Plunge pool for refreshing relaxation
- Full kitchen for meal preparation
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
Apartment
- Private parking
- Flat-screen TV
- Air conditioning
From
US$ 114
/night
- Private entrance with 24-hour security
- Outdoor dining area for relaxation
- Adults-only accommodation for tranquility
- Spa Centre
- Outdoor Dining
- Tennis Court
From
US$ 475
/night
- Access to luxury spa and wellness centre
- Private outdoor dining area for relaxation
- Direct beach access just steps away
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
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