Vacation Rentals in Southwest Florida

Vacation Rentals in Southwest Florida

Start comparing over 5,966 rentals in Southwest Florida and book at the best price!

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Free cancellation
Vacation house
Vacation apartment
Pool
Internet
Balcony/Terrace
4.0
& higher
4.5
& higher

Best vacation rental deals in Southwest Florida

2 nights
$431
$294
$147 / night
32% discount
Fri, 10/15 - Sun, 10/17
Vacation rental for 2 people
2 pers., 1 bedroom, 495ft², 3mi to the beach
FREE cancellation
4.0
(4 reviews)
5 nights
$1,376
$1,195
$239 / night
13% discount
Mon, 12/13 - Sat, 12/18
Rental.type.detailed.condo for 6 people, with balcony and pool as well as sauna
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach
FREE cancellation
4.8
(5 reviews)
2 nights
$652
$420
$210 / night
36% discount
Fri, 09/24 - Sun, 09/26
Vacation rental for 4 people
4 pers., 1 bedroom, 495ft², 3mi to the beach
FREE cancellation

Vacation rentals with free cancellation
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from
$63
per night

Vacation rental for 4 people, with pool and garden as well as lake view and view, child-friendly
4 pers., 1 bedroom, 248ft²
FREE cancellation
3.9
(1480 reviews)

from
$149
per night

Vacation rental for 6 people, with ocean view, with pets
6 pers., 3 bedrooms, 2,390ft²
FREE cancellation
4.9
(20 reviews)

from
$193
per night

Vacation rental for 6 people, with view and garden as well as pool and lake view
6 pers., 2 bedrooms, 70yd to the beach
FREE cancellation
5.0
(20 reviews)
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Vacation Rentals in Southwest Florida
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from
$142
per night

Vacation rental for 6 people, with pool and lake view as well as balcony and ocean view
6 pers., 2 bedrooms, 200yd to the beach
FREE cancellation
4.9
(30 reviews)

from
$143
per night

Vacation rental for 5 people, with pool and lake view as well as garden
5 pers., 2 bedrooms, 70yd to the beach
FREE cancellation
4.8
(22 reviews)

from
$116
per night

Vacation rental for 6 people, with garden and jacuzzi as well as pool, with pets
6 pers., 4 bedrooms, 1,938ft², 5.3mi to the beach
3.8
(28 reviews)

from
$169
per night

Vacation rental for 4 people, with terrace
4 pers., 2 bedrooms, 1,238ft²
4.4
(30 reviews)

from
$150
per night

Vacation rental for 6 people, with garden and view, with pets
6 pers., 3 bedrooms, 650yd to the beach
4.5
(952 reviews)

from
$221
per night

Vacation rental for 2 people, with terrace and view
2 pers., 2 bedrooms, 10yd to the beach
4.5
(387 reviews)

from
$175
per night

Vacation rental for 6 people, with terrace
6 pers., 3 bedrooms, 1,722ft²
3.9
(20 reviews)

from
$230
per night

Vacation rental for 6 people, with garden
6 pers., 3 bedrooms, 2,207ft²
5.0
(7 reviews)

from
$282
per night

Vacation rental for 9 people, with balcony
9 pers., 4 bedrooms, 3,444ft²
4.9
(9 reviews)
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Pet-friendly Vacation Rentals
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from
$30
per night

Vacation apartment for 4 people
4 pers., 2 bedrooms, 1,755ft², 3.9mi to the beach
FREE cancellation

from
$350
per night

Vacation rental for 8 people, with pets
8 pers., 4 bedrooms
4.2
(3 reviews)

from
$525
per night

Vacation rental for 10 people, with garden, with pets
10 pers., 4 bedrooms, 2,497ft², 400yd to the beach
FREE cancellation
5.0
(2 reviews)
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Vacation Rentals with Pool
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from
$193
per night

Vacation rental for 6 people, with pool and balcony/terrace as well as terrace, child-friendly
6 pers., 3 bedrooms, 2,282ft², 6mi to the beach
4.8
(11 reviews)

from
$150
per night

Vacation rental for 4 people, with terrace
4 pers., 2 bedrooms, 1,507ft², 7.9mi to the beach
4.2
(6 reviews)

from
$209
per night

Vacation rental for 4 people, with terrace
4 pers., 2 bedrooms, 1,755ft², 8mi to the beach
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Vacation Rentals with Internet
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from
$165
per night

Vacation rental for 4 people, with terrace
4 pers., 2 bedrooms, 1,507ft²
4.5
(15 reviews)

from
$221
per night

Vacation rental for 6 people, with terrace and pool
6 pers., 3 bedrooms
FREE cancellation

from
$247
per night

Vacation rental for 8 people, with pool and terrace
8 pers., 4 bedrooms, 4.7mi to the beach
FREE cancellation
show all

Find Vacation Rentals in Southwest Florida

Map

Most popular in Southwest Florida

Pool 1,444
Internet 1,698
Balcony/Terrace 1,141
TV 1,720
Air conditioning 1,714
Parking 1,536

Prices and availability

Prices

October
November
December
January
February
$466
Sep 18 - Sep 25
$318 per night
Sep 25 - Oct 02
$317 per night
Oct 02 - Oct 09
$308 per night
Oct 09 - Oct 16
$322 per night
Oct 16 - Oct 23
$324 per night
Oct 23 - Oct 30
$316 per night
Oct 30 - Nov 06
$317 per night
Nov 06 - Nov 13
$315 per night
Nov 13 - Nov 20
$323 per night
Nov 20 - Nov 27
$340 per night
Nov 27 - Dec 04
$354 per night
Dec 04 - Dec 11
$342 per night
Dec 11 - Dec 18
$352 per night
Dec 18 - Dec 25
$381 per night
Dec 25 - Jan 01
$406 per night
Jan 01 - Jan 08
$385 per night
Jan 08 - Jan 15
$357 per night
Jan 15 - Jan 22
$374 per night
Jan 22 - Jan 29
$396 per night
Jan 29 - Feb 05
$410 per night
Feb 05 - Feb 12
$400 per night
Feb 12 - Feb 19
$422 per night
Feb 19 - Feb 26
$457 per night
Feb 26 - Mar 05
$466 per night
Average price per week

Availabilities

October
November
December
January
February
37 %
Sep 18 - Sep 25
32 %
Sep 25 - Oct 02
33 %
Oct 02 - Oct 09
33 %
Oct 09 - Oct 16
31 %
Oct 16 - Oct 23
31 %
Oct 23 - Oct 30
32 %
Oct 30 - Nov 06
31 %
Nov 06 - Nov 13
30 %
Nov 13 - Nov 20
32 %
Nov 20 - Nov 27
28 %
Nov 27 - Dec 04
32 %
Dec 04 - Dec 11
37 %
Dec 11 - Dec 18
37 %
Dec 18 - Dec 25
24 %
Dec 25 - Jan 01
13 %
Jan 01 - Jan 08
13 %
Jan 08 - Jan 15
21 %
Jan 15 - Jan 22
19 %
Jan 22 - Jan 29
17 %
Jan 29 - Feb 05
11 %
Feb 05 - Feb 12
8 %
Feb 12 - Feb 19
6 %
Feb 19 - Feb 26
5 %
Feb 26 - Mar 05
8 %
Percentage of available rentals

FAQs: Vacation Rentals in Southwest Florida

What is the average price for vacation rentals in Southwest Florida?

Southwest Florida is one of the cheapest destinations in the USA. An overnight stay there costs on average $341.64 per night.

When are vacation rentals cheaper in Southwest Florida?

]If you want to get the most out of your money, the cheapest months to visit Southwest Florida are October ($288.89 the average per night for accommodation), November ($308.25), and May ($312.84).

When does the price of vacation rentals in Southwest Florida go up the most?

In 2020, the month that offered the highest average prices in Southwest Florida was February, with an average price of $419.59 per night. This was followed by March, with an average of $419.4, and January, with $366.36.

Do I need to plan a trip to Southwest Florida well in advance?

So you don't run out of accommodation options in Southwest Florida, we recommend you to plan ahead as 80% of rentals are usually booked, according to the data in 2020.

What time of the year can I find more available vacation rentals?

In 2020, the months with the largest number of available properties of the year in Southwest Florida were September, May and April, with average availabilities of 34.5%, 33.8%, and 28%, respectively.

During which months is it more difficult to find available vacation rentals?

The month with the highest average booked rental figures is March (only 2% of properties were available on average in 2020). Followed by February (2.75%), and January (10%).

How many vacation rentals does Holidu have in Southwest Florida?

Holidu works with 21 different partners to offer you a choice between 4700 properties we have in Southwest Florida.

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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