Top Holiday rentals in South Florida
Find the Top Holiday rentals in South Florida – 300+ Quality Options from Leading Providers
1-20 out of 380 holiday rentals
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Lodge
4 adults
1 bedroom
1 bed
From
US$ 147
/night
- Marina with kayak rentals and charters
- Outdoor pool open all year round
- Evening entertainment available onsite
6 adults
2 bedrooms
3 beds
From
US$ 223
/night
- Two-minute walk to beach access
- Outdoor seating Tiki huts available
- Free beach chairs and towels provided
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
Lodge
- Private Beach
- Heated Pool
- Fishing Pier
From
US$ 333
/night
- Private beach with stunning sunsets
- Heated pool surrounded by lush gardens
- Complimentary kayaks and paddleboards available
Holiday home
From
US$ 1 152
/night
This 3-bedroom property includes a heated swimming pool, and lies in proximity to Island Yoga Space.
Holiday home
- Outdoor Pool
- Bar Area
- Lake Views
From
US$ 205
/night
- On-site bar and outdoor dining area
- Pet-friendly accommodations available
- Outdoor swimming pool with lake views
- 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
- Outdoor Pool
- Picnic Area
- Heated Pool
From
US$ 342
/night
- Outdoor swimming pool and terrace access
- Fully equipped kitchens in select units
- Picnic area with outdoor dining options
Holiday home
- Private Pool
- Fitness Centre
- Hot Tub
From
US$ 108
/night
- Private pool with beach pass included
- Modern kitchen with high-end appliances
- Fitness center and hot tub available
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
- Fishing
- Canoeing
From
US$ 155
/night
- Complimentary canoes for adventure seekers
- Pet-friendly accommodations for furry friends
- Screened-in porches with lake views
Holiday home
- Private Beach
- Outdoor Pool
- Barbecue Area
From
US$ 240
/night
- Private beach access with sun loungers
- Outdoor swimming pool and barbecue facilities
- Fully equipped kitchens in accommodations
9.4
Perfect11 review10
- Saltwater Pool
- Grilling Stations
- Kayak Rentals
From
US$ 149
/night
- Largest fleet rentals in the Keys
- Newly remodeled cottages and cabins
- Beautiful saltwater pool access
Holiday home
- Heated Pool
- Fishing
- Cycling
From
US$ 213
/night
- Heated outdoor swimming pool
- Fully equipped kitchen available
- On-site cycling and fishing activities
Villa
- Heated Pool
- Private Villas
- Outdoor Dining
From
US$ 709
/night
- Heated outdoor swimming pool
- Fully equipped kitchen in each villa
- Adjacent to Duval Street shopping
- Outdoor pool
- Golf course
- Coyote Grille
From
US$ 68
/night
- 452 full hookup RV sites
- Heated outdoor swimming pool
- Three-hole golf course
Holiday home
- Private Pool
- Balcony
- Terrace
From
US$ 370
/night
- Private pool in spacious holiday home
- Air-conditioned with modern kitchen
- Free private parking available
From
US$ 363
/night
The Casa Mar; By Beachside Management is a good starting point to Sarasota's sights including Crescent Arms, which is 10 minutes' walk away.
Holiday home
- Hot tub
- Cycling
- Patio
From
US$ 270
/night
- Private entrance holiday home
- On-site hot tub for relaxation
- Pet-friendly accommodation
Lodge
- Garden Views
- Outdoor Terrace
- BBQ Area
From
US$ 152
/night
- Fully equipped kitchen in all cottages
- Extensive on-site outdoor activities
- BBQ facilities for guest use
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