Vacation Rentals in Southwest Florida

Vacation Rentals in Southwest Florida

Start comparing over 2496 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

Vacation Rentals in Southwest Florida

Vacation rental for 4 people, with yard in Southwest Florida
Vacation rental for 4 people, with yard
1 bedroom450yd to the beach
3.9
(58 reviews)
from $142 / night
Vacation rental for 5 people, with lake view and pool as well as yard in Southwest Florida
Vacation rental for 5 people, with lake view and pool as well as yard
2 bedrooms70yd to the beach
4.9
(22 reviews)
from $177 / nightFREE cancellation
Vacation rental for 4 people, with balcony/terrace in Southwest Florida
Vacation rental for 4 people, with balcony/terrace
2 bedrooms4.2mi to the beach
4.6
(21 reviews)
from $163 / night
Vacation rental for 5 people, with pool and yard in Southwest Florida
Vacation rental for 5 people, with pool and yard
3 bedrooms
4.9
(2 reviews)
from $135 / night

Popular Vacation Rentals in Southwest Florida

Condo for 2 people, with balcony in Southwest Florida
Condo for 2 people, with balcony
1 bedroom
4.7
(20 reviews)
from $98 / night
Vacation rental for 2 people, with yard in Southwest Florida
Vacation rental for 2 people, with yard
1 bedroom100yd to the beach
3.0
(12 reviews)
from $148 / nightFREE cancellation
Vacation rental for 4 people, with yard, with pets in Southwest Florida
Vacation rental for 4 people, with yard, with pets
2 bedrooms3.1mi to the beach
4.3
(22 reviews)
from $92 / night
Vacation rental for 6 people, with hot tub and pool as well as yard, with pets in Southwest Florida
Vacation rental for 6 people, with hot tub and pool as well as yard, with pets
4 bedrooms5.3mi to the beach
4.1
(86 reviews)
from $120 / night

Vacation rentals with free cancellation

Vacation rental for 2 people, with hot tub and pool as well as balcony in Southwest Florida
Vacation rental for 2 people, with hot tub and pool as well as balcony
1 bedroom3.9mi to the beach
4.8
(7 reviews)
from $118 / nightFREE cancellation
Vacation rental for 2 people, with pool in Southwest Florida
Vacation rental for 2 people, with pool
1 bedroom1.4mi to the beach
3.8
from $137 / nightFREE cancellation
Vacation rental for 2 people, with pool and terrace, with pets in Southwest Florida
Vacation rental for 2 people, with pool and terrace, with pets
1 bedroom1.6mi to the beach
from $148 / nightFREE cancellation
Vacation rental for 2 people in Southwest Florida
Vacation rental for 2 people
1 bedroom2.3mi to the beach
4.5
(13 reviews)
from $114 / nightFREE cancellation

Pet-friendly Vacation Rentals

Vacation apartment for 2 people, with balcony in Southwest Florida
Vacation apartment for 2 people, with balcony
1 bedroom5.2mi to the beach
from $82 / nightFREE cancellation
Vacation rental for 2 people, with yard and pool, with pets in Southwest Florida
Vacation rental for 2 people, with yard and pool, with pets
1 bedroom70yd to the beach
4.5
(536 reviews)
from $118 / night
Vacation rental for 4 people, with hot tub and pool as well as yard, with pets in Southwest Florida
Vacation rental for 4 people, with hot tub and pool as well as yard, with pets
1 bedroom400yd to the beach
4.1
(1753 reviews)
from $110 / night
Vacation apartment for 2 people in Southwest Florida
Vacation apartment for 2 people
1 bedroom5.2mi to the beach
from $92 / nightFREE cancellation

Vacation Rentals with Pool

Condo for 4 people, with pool and balcony in Southwest Florida
Condo for 4 people, with pool and balcony
1 bedroom
from $120 / nightFREE cancellation
Vacation rental for 6 people, with balcony/terrace and pool as well as lake view in Southwest Florida
Vacation rental for 6 people, with balcony/terrace and pool as well as lake view
2 bedrooms200yd to the beach
4.9
(32 reviews)
from $177 / nightFREE cancellation
Vacation rental for 2 people in Southwest Florida
Vacation rental for 2 people
1 bedroom3mi to the beach
5.0
from $144 / nightFREE cancellation
Condo for 4 people, with balcony and pool in Southwest Florida
Condo for 4 people, with balcony and pool
2 bedrooms5.3mi to the beach
5.0
(14 reviews)
from $164 / nightFREE cancellation

Vacation Rentals with Internet

Vacation rental for 3 people in Southwest Florida
Vacation rental for 3 people
1 bedroom150yd to the beach
4.3
(108 reviews)
from $94 / nightFREE cancellation
Vacation rental for 4 people, with terrace and view in Southwest Florida
Vacation rental for 4 people, with terrace and view
2 bedrooms10yd to the beach
4.4
(360 reviews)
from $223 / nightFREE cancellation
Vacation rental for 6 people, with terrace and pool in Southwest Florida
Vacation rental for 6 people, with terrace and pool
3 bedrooms6mi to the beach
4.7
(4 reviews)
from $203 / night
Vacation rental for 4 people, with yard and view as well as pool, kid friendly in Southwest Florida
Vacation rental for 4 people, with yard and view as well as pool, kid friendly
2 bedrooms3.3mi to the beach
4.6
(100 reviews)
from $95 / night

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 775
Internet 1,927
Pets allowed 647
Balcony/Terrace 1,060
TV 1,976
Air conditioning 1,941

Other property types in Southwest Florida that might be interesting:

Prices and availability

Prices

$523
August
September
October
November
December
January
February
March
April
May
June
July
Average price per week

Availabilities

59 %
August
September
October
November
December
January
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

How much does it cost to book a vacation rental in Southwest Florida?

Considering the average cost of $364 per night, Southwest Florida lies at the lower end of the price range for vacation rentals in the USA.

During which months can you find the best price for vacation rentals in Southwest Florida?

If you would like to save as much as possible during your vacation to Southwest Florida, travel in October ($320 per night on average), September ($321), or May ($332), to find the lowest prices for the whole year.

During which months are vacation rentals more expensive in Southwest Florida?

It can be concluded, by analyzing the data from the previous year, that costs per night for accommodation here are usually higher, on average, during the months of February ($446), March ($442), and January ($397).

Are there usually many vacation rentals available in Southwest Florida?

We recommend you to book in advance in Southwest Florida as only 22% of the properties are free throughout the year, following the data observed in the previous year.

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

May, June and August are, in order of highest to lowest, the months that have the largest number of accommodations available, with an average availability of 44%, 41%, and 36%. However, even during these periods of time, when rental availability is the highest, the average is only 40%. So it is still important you always book a little in advance to make sure you get the rental of your dreams.

When will it be harder to find an available vacation rental in Southwest Florida?

The months with the lowest properties available in Southwest Florida are, in order, February, March, and January with respective average availability figures of 1%, 1%, and 5%, based on the previous year. During this period, the availability is only 2%. It is therefore preferable to book far in advance.

How many rentals does Holidu have in Southwest Florida?

We have 7,000 rentals for you in Southwest Florida, provided by our 30 local and international partners.

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