Vacation Rentals in Southwest Florida

Vacation Rentals in Southwest Florida

Start comparing over 148160 rentals in Southwest Florida and book at the best price!

Find offers

Free cancellation
Vacation house
Vacation apartment
Pool
Internet
Pets allowed
4.0
& higher

Best vacation rental deals in Southwest Florida

Vacation rental for 6 people, with pool, kid friendly in Southwest Florida
7 nights
$5,062
$4,313
$616 / night
15% discount
Sat, 04/02 - Sat, 04/09
Vacation rental for 6 people, with pool, kid friendly
6 pers.2 bedrooms350yd to the beach
4.2
(48 reviews)
Rental.type.detailed.condo for 6 people, with balcony and sauna as well as pool in Southwest Florida
6 nights
$1,300
$1,171
$195 / night
10% discount
Sun, 05/01 - Sat, 05/07
Rental.type.detailed.condo for 6 people, with balcony and sauna as well as pool
6 pers.2 bedrooms1,249ft²400yd to the beach
FREE cancellation
Rental.type.detailed.condo for 4 people, with balcony and sauna as well as pool in Southwest Florida
7 nights
$1,728
$1,566
$223 / night
9% discount
Sat, 05/14 - Sat, 05/21
Rental.type.detailed.condo for 4 people, with balcony and sauna as well as pool
4 pers.2 bedrooms1,249ft²400yd to the beach
FREE cancellation
5.0
(2 reviews)

Vacation rentals with free cancellation

Vacation rental for 6 people, with view and pool as well as yard and lake view, with pets in Southwest Florida
from
$269
per night
Vacation rental for 6 people, with view and pool as well as yard and lake view, with pets
6 pers.2 bedrooms2.6mi to the beach
FREE cancellation
4.7
(3 reviews)
Vacation rental for 6 people, with hot tub and yard as well as pool, kid friendly in Southwest Florida
from
$314
per night
Vacation rental for 6 people, with hot tub and yard as well as pool, kid friendly
6 pers.2 bedrooms1,345ft²
FREE cancellation
4.6
(336 reviews)
Vacation rental for 2 people, with pets in Southwest Florida
from
$346
per night
Vacation rental for 2 people, with pets
2 pers.1 bedroom30yd to the beach
FREE cancellation
4.1
(13 reviews)
Show all

Vacation Rentals in Southwest Florida

Vacation rental for 6 people, with pool and hot tub as well as yard, with pets in Southwest Florida
from
$112
per night
Vacation rental for 6 people, with pool and hot tub as well as yard, with pets
6 pers.4 bedrooms1,938ft²5.3mi to the beach
4.0
(81 reviews)
Vacation rental for 6 people, with ocean view and lake view as well as pool and balcony in Southwest Florida
from
$212
per night
Vacation rental for 6 people, with ocean view and lake view as well as pool and balcony
6 pers.2 bedrooms200yd to the beach
FREE cancellation
4.9
(32 reviews)
Vacation rental for 5 people, with pool and yard as well as lake view in Southwest Florida
from
$237
per night
Vacation rental for 5 people, with pool and yard as well as lake view
5 pers.2 bedrooms70yd to the beach
FREE cancellation
4.8
(22 reviews)
Vacation rental for 6 people, with view and yard, with pets in Southwest Florida
from
$144
per night
Vacation rental for 6 people, with view and yard, with pets
6 pers.3 bedrooms650yd to the beach
4.5
(909 reviews)
Vacation rental for 4 people, with pool in Southwest Florida
from
$118
per night
Vacation rental for 4 people, with pool
4 pers.1 bedroom150yd to the beach
4.5
(9 reviews)
Vacation rental for 4 people, with terrace in Southwest Florida
from
$169
per night
Vacation rental for 4 people, with terrace
4 pers.2 bedrooms1,238ft²
4.4
(31 reviews)
Show all

Pet-friendly Vacation Rentals

Vacation rental for 10 people, with hot tub and yard, with pets in Southwest Florida
from
$596
per night
Vacation rental for 10 people, with hot tub and yard, with pets
10 pers.4 bedrooms2,497ft²400yd to the beach
4.6
(8 reviews)
Vacation rental for 6 people, with yard and view, with pets in Southwest Florida
from
$415
per night
Vacation rental for 6 people, with yard and view, with pets
6 pers.3 bedrooms2,045ft²6.2mi to the beach
FREE cancellation
4.2
(25 reviews)
Vacation apartment for 4 people in Southwest Florida
from
$29
per night
Vacation apartment for 4 people
4 pers.2 bedrooms1,755ft²3.9mi to the beach
FREE cancellation
Show all

Vacation Rentals with Pool

Vacation rental for 6 people, with terrace and pool as well as balcony/terrace, kid friendly in Southwest Florida
from
$186
per night
Vacation rental for 6 people, with terrace and pool as well as balcony/terrace, kid friendly
6 pers.3 bedrooms2,282ft²6mi to the beach
4.8
(11 reviews)
Vacation rental for 4 people, with yard and view as well as pool, kid friendly in Southwest Florida
from
$98
per night
Vacation rental for 4 people, with yard and view as well as pool, kid friendly
4 pers.2 bedrooms829ft²3.3mi to the beach
4.6
(103 reviews)
Vacation rental for 4 people, with terrace in Southwest Florida
from
$165
per night
Vacation rental for 4 people, with terrace
4 pers.2 bedrooms1,507ft²7.9mi to the beach
4.2
(6 reviews)
Show all

Vacation Rentals with Internet

Vacation rental for 4 people, with terrace in Southwest Florida
from
$173
per night
Vacation rental for 4 people, with terrace
4 pers.2 bedrooms1,507ft²
4.5
(15 reviews)
Vacation rental for 22 people, with view and terrace as well as pool, with pets in Southwest Florida
from
$1,298
per night
Vacation rental for 22 people, with view and terrace as well as pool, with pets
22 pers.6 bedrooms3,057ft²900yd to the beach
4.6
(20 reviews)
Vacation rental for 4 people, with pool, with pets in Southwest Florida
from
$166
per night
Vacation rental for 4 people, with pool, with pets
4 pers.3 bedrooms500yd to the beach
4.3
(69 reviews)
Show all

Find Vacation Rentals in Southwest Florida

Map

Highlights Southwest Florida

  • Southwest Florida rentals
  • Peaceful getaway
  • Several outdoor activities
  • Elegant culture and art
  • Gorgeous golf courses.

Most popular in Southwest Florida

Pool 2,713
Internet 3,149
Pets allowed 770
Balcony/Terrace 1,669
TV 3,205
Air conditioning 3,303

Other property types in Southwest Florida that might be interesting:

Prices and availability

Prices

$474
February
March
April
May
June
July
Average price per week

Availabilities

48 %
February
March
April
May
June
July
Percentage of available rentals

Vacation rentals in Southwest Florida

Serene Seaside rental locations

Southwest Florida is home to some of the most beautiful and peaceful vacation rental locations globally. From the sugar-white sand beaches and crystal-clear waters of Sanibel and Captiva Islands to Naples's lush green golf courses and quiet streets, there is a perfect spot for everyone in Southwest Florida. If you are a nature lover, you may want to consider renting a vacation home in Pine Island Sound near Captiva Island. This area is filled with lush vegetation and offers plenty of kayaking, swimming, shelling, shelling, and bird watching.

A holiday rental for all

No matter your age, there is a vacation rental in Southwest Florida that is perfect for you. From young families just starting to retirees looking to downsize, there is something for everyone in this beautiful country corner. If you are looking for a place to stay that is kid-friendly, you will love the vacation rentals in Southwest Florida. Many of these homes come with all the amenities you need, from full kitchens to washers and dryers, pools, game rooms, and plenty of space for your little ones to run around. Plus, they are usually located near some of the area's best beaches so that you can spend lazy days by the water.

Vacation rentals in Southwest Florida

The area and getting around

A coastal city swarmed in activities.

One popular activity is fishing. There are many great fishing spots in the area, and there is something for everyone, from novice anglers to experienced fishermen. Another popular activity is kayaking. There are many beautiful waterways to explore in the area, and kayaking is a great way to experience them. Yet another popular activity is scuba diving. There are many different levels of scuba diving available, and you can do it in some very interesting places, such as natural springs. Finally, there are also several wildlife sanctuaries in the area that are worth visiting. These sanctuaries offer a great opportunity to see various animals in their natural habitats.

A city awash with attractions

Southwest Florida is known for its many tourist attractions, including beautiful beaches, world-class golf courses, and exciting theme parks. It features beaches – the area is known for its beautiful white-sand beaches and crystal clear waters. You can enjoy swimming, sunbathing, fishing, and boating. The Everglades, like the national park, offers a unique ecosystem that is home to many endangered and other unique species such as the manatee, American crocodile, and Florida panther.

Travelers and activities

Southwest Florida for family fun enthusiasts

If the family would like to visit a tourist attraction suitable for all ages, then go to Riptide Lagoon just across from Boca Grande Pass on Pine Island. There you will find one of the most popular attractions in Southwest Florida and one that caters to both adults and children - the Riptide Lagoon Family Fun Park. This Water Park is set within a natural lagoon and offers a range of activities, including swimming, sunbathing, kayaking, and paddle boarding. There are also two large water slides for those who want to experience some excitement, and there is a separate kiddie area for the little ones.

Southwest Florida for nature lovers

The Everglades National Park offers visitors the chance to explore one of the unique ecosystems in the world. This park is home to various plants and animals, including alligators, crocodiles, and panthers. Visitors can explore the park by boat, car, bike, or on foot, and there are also several ranger-led tours available.

„The area is home to a wide variety of native plants and animals, including more than 200 species of birds.“

Top 5 travel tips for Southwest Florida

1. Naples

Naples is a city on the Gulf of Mexico in southwest Florida. Firstly, it’s known for its high-end resorts, golf courses, and fine dining. Secondly, Downtown Fifth Avenue South has art galleries, boutiques, and sidewalk cafes. Lastly, The Naples Zoo at Caribbean Gardens features flamingos, lemurs, and animals.

2. Fort Myers

Fort Myers is Southwest Florida's second-largest city. It features nature trails, fishing spots, and waterways. Additionally, The Edison & Ford Winter Estates feature the homes, laboratories, and gardens of inventor Thomas Edison and entrepreneur Henry Ford.

3. Sarasota

Sarasota is just south of Tampa along the Gulf Coast of southwest Florida. The Sarasota Ballet is known for its "The Nutcracker" and "Swan Lake." The Asolo Repertory Theater performs more than 250 shows a year.

4. Sanibel & Captiva Islands

Sanibel and Captiva islands are barrier islands on southwest Florida's Gulf Coast. The Sanibel Causeway connects them. The islands are known for their white sand beaches, seashells, and wildlife.

5. Tampa

Tampa is on Florida's Gulf Coast in the Tampa Bay area. Busch Gardens features roller coasters and animal shows. The Museum of Science & Industry exhibits the natural history, space exploration, and more. The Glazer Children's Museum has interactive exhibits geared toward kids under 10.

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.

Booking.com Vacation Rentals in Southwest FloridaBooking.com Vacation Rentals in Southwest FloridaHomeAway Vacation Rentals in Southwest FloridaHomeAway Vacation Rentals in Southwest FloridaFeWo-direkt Vacation Rentals in Southwest FloridaFeWo-direkt Vacation Rentals in Southwest FloridaVrbo Vacation Rentals in Southwest FloridaVrbo Vacation Rentals in Southwest FloridaHRS Vacation Rentals in Southwest FloridaHRS Vacation Rentals in Southwest FloridaAbritel Vacation Rentals in Southwest FloridaAbritel Vacation Rentals in Southwest FloridaAirbnb Vacation Rentals in Southwest FloridaAirbnb Vacation Rentals in Southwest Florida
  1. Vacation Rentals
  2. USA
  3. Florida
  4. Gulf Coast
  5. West Coast of Florida
  6. Southwest Florida