Best Vacation Rentals in Southwest Florida

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 6 Guests in Charlotte County
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Charlotte County
Vacation Rental • 1808 ft² • 3 Bedrooms
10.0
     5 Star Villa Holidays is proud to present Charlotte County Villa 1001.     This beautiful private pool home is in the quiet community of Rotunda Lakes in Rotunda West. Our home is only minutes away from the Gulf of Mexico. The area is a paradise for beachgoers, nature-lovers and golf enthusiasts alike.      Enjoy plenty of wildlife watching, lounge by the pool, hang out on the enclosed lanai overlooking the beautiful peaceful Florida landscaping.       The home is tastefully furnished with 3 bedrooms plus den, 2 fully equipped...
from $201 / night
Vacation Rental for 6 Guests in Punta Gorda, Charlotte County
Vacation Rental for 6 Guests in Punta Gorda, Charlotte County, Picture 1
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Punta Gorda, Charlotte County
Vacation Rental • 2088 ft² • 3 Bedrooms
9.9
(27 reviews)
     5 Star Villa Holidays is proud to present Charlotte County Villa 1002.      Begin your dream vacation in this gorgeous Punta Gorda Isles home. If you’re looking to escape your worries and relax, then this is the ultimate home for you.      Located in Southwest Florida, this home has every amenity you need to have an amazing vacation. If you love to boat, then look no further.      This home has a private dock to tie your boat up so you can begin your boating day at a moments notice. The canal offers easy access to Port Charlot...
from $306 / night
Vacation Rental for 6 Guests in Rotonda West, Charlotte County
Vacation Rental for 6 Guests in Rotonda West, Charlotte County, Picture 1
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Rotonda West, Charlotte County
Vacation Rental • 1991 ft² • 2 Bedrooms
8.0
(5 reviews)
     5 Star Villa Holidays is proud to present Charlotte County Villa 1007.      Beautiful home located right on the Long Meadow Golf Course, a dream for golfers. Rotonda West is a tropical residential community near the Gulf of Mexico.      There are six Beautiful home located right on the Long Meadow Golf Course, a dream for golfers. Rotonda West is a tropical residential community near the Gulf of Mexico.      There are six golf courses operated by Rotonda Golf and Country Club. Thirty miles of picturesque canals, lakes, and pon...
from $165 / night

Other holiday ideas and property types in Southwest Florida that might be interesting

Prices and availability

Current Vacation rental prices Southwest Florida

$358for 7 Oct - 14 Oct
$433 annual average
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Average price per week

Current vacation rental availability Southwest Florida

37%for 7 Oct - 14 Oct
43% annual average
Nov
Dec
Jan
Feb
Mar
Apr
May
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Percentage of available rentals

Highlights Southwest Florida

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

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.

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