Southwest Florida holiday rentals

Search hundreds of travel sites at once for car rental deals in Southwest Florida

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Southwest Florida holiday rentals

Most recommended holiday rentals in Southwest Florida

Show all
Ground Floor Luxury Villa Steps From Venice Beach - Venice - Outdoor view
Ground Floor Luxury Villa Steps From Venice Beach
Venice, FL, United States
Air conditioning
£196+
Check availability
Luxury Villa steps from Venice Beach Children friendly - Venice - Bathroom
Luxury Villa steps from Venice Beach Children friendly
Venice, FL, United States
Pet-friendly
Air conditioning
£211+
Check availability
Downtown Sarasota House By Siesta Key and Golfing - Sarasota - Bedroom
Downtown Sarasota House By Siesta Key and Golfing
Sarasota, FL, United States
5.6Fair(68)
Pet-friendly
Air conditioning
£89+
Check availability
Living the Dream - Siesta Key - Dining room
Living the Dream
Siesta Key, FL, United States
8.4Very Good(87)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£413+
Check availability
Siesta Key Beachside Villas - Siesta Key - Patio
Siesta Key Beachside Villas
Siesta Key, FL, United States
8.5Very Good(888)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£292+
Check availability
Venice Island / Venice Beach Luxury Villa - Venice - Outdoor view
Venice Island / Venice Beach Luxury Villa
Venice, FL, United States
Air conditioning
£198+
Check availability
The Catalina - Upgraded Suite at Palmview Inn of Sanibel with Bikes - Sanibel - Patio
The Catalina - Upgraded Suite at Palmview Inn of Sanibel with Bikes
Sanibel, FL, United States
6.5Okay(2)
Parking
Free Wi-Fi
Air conditioning
£210+
Check availability
2 Miles to #1 Beach Siesta Key - Sarasota - Patio
2 Miles to #1 Beach Siesta Key
Sarasota, FL, United States
Air conditioning
£153+
Check availability
Hidden quiet gem close to everything!!! - Sarasota - Living room
Hidden quiet gem close to everything!!!
Sarasota, FL, United States
8.7Very Good(63)
Parking
Free Wi-Fi
Air conditioning
£222+
Check availability
Comfy Waterfront Condo at Tennisplace Sanibel - Sanibel - Dining room
Comfy Waterfront Condo at Tennisplace Sanibel
Sanibel, FL, United States
6.2Okay(5)
Parking
Free Wi-Fi
Pool
Air conditioning
£235+
Check availability
Beautiful Venice Beach Condo - Venice - Living room
Beautiful Venice Beach Condo
Venice, FL, United States
Free Wi-Fi
Pet-friendly
Air conditioning
£170+
Check availability
Mimosa - 5251B - Siesta Key
Mimosa - 5251B
Siesta Key, FL, United States
8.5Very Good(8)
Parking
Free Wi-Fi
Air conditioning
£416+
Check availability
Siesta Key Beach - Tropea 665 #3 - Siesta Key
Siesta Key Beach - Tropea 665 #3
Siesta Key, FL, United States
9.5Wonderful(30)
Free Wi-Fi
Air conditioning
£245+
Check availability
Anglers Cove - Marco Island
Anglers Cove
Marco Island, FL, United States
9.2Wonderful(3)
Pool
Air conditioning
£133+
Check availability
Siesta Key Beach 665 #1 - Siesta Key
Siesta Key Beach 665 #1
Siesta Key, FL, United States
9.5Wonderful(15)
Parking
Free Wi-Fi
Air conditioning
£356+
Check availability
Two Bedroom Unit with Breathtaking Gulf Views - Venice
Two Bedroom Unit with Breathtaking Gulf Views
Venice, FL, United States
Parking
Free Wi-Fi
Pool
Pet-friendly
£315+
Check availability
Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

£52 - £427£427 - £801£801 - £1,175£1,175 - £1,550£1,550+ per night

Property Types

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

October

High season

February

Average price (weeknight)

£286

Average price (weekend night)

£311
Cheapest month to stay with an average 20% drop in price.
Most expensive month to stay with an average 19% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Southwest Florida holiday rental

  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Southwest Florida for 7 days.
  • The cheapest Southwest Florida holiday rental found on KAYAK in the last 2 weeks was £255, while the most expensive was £255.
  • Holiday rentals in Southwest Florida are around 37% more expensive than hotels on average. Search here to compare prices for all accommodation types in Southwest Florida.

FAQs when booking a holiday home in Southwest Florida

  • How much is a holiday rental in Southwest Florida for tonight?

    In the last 72 hours, users have found Southwest Florida holiday rentals for tonight for as little as £51. Search here for similar prices

  • What types of holiday rentals are available in Southwest Florida?

    There are loads of different property types that you can make your holiday home in Southwest Florida. You’ll find apartments, bungalows, cabins, campgrounds, condos, cottages, houses, homestays, luxury tents, villas, caravans, campsites, houseboats, lodges, chalets, motorhomes, castles, agritourism, boats, treehouses and farm stays.

  • What are some of the most-loved holiday rentals available in Southwest Florida?

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Econo Lodge North.

  • Are there any pet-friendly holiday rentals in Southwest Florida?

    There are a number of dog and pet-friendly Southwest Florida holiday rentals, with around 15% allowing you to bring your pet along with you.

See more FAQs

Where to stay in Southwest Florida?

Our map will help you find the perfect place to stay in Southwest Florida by showing you the exact location of each holiday home.

Everything you need to know for your stay in Southwest Florida

Complete your trip to Southwest Florida

Flights to Southwest Florida
Car hire in Southwest Florida

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.