Southwest Coast Florida holiday rentals

We found 42,406 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Southwest Coast Florida

Showing deals for:13 Nov - 20 Nov

Have dinner or Sunday brunch in historic Gasparilla Inn.
Kitchen with filtered water, gas stove, All-Clad pans and Wustoff knives.
Front porch, great for eating, reading a book and napping.
Front porch, great for eating, reading a book and napping.
Exceptional
(204 reviews)

Historic 1911 Cottage with Pool, 2 Blocks from Orange Sunsets on Beach and Town

Boca Grande

8% off
AU$13,077
for 7 nights, 1 home
AU$1,868 per night
includes taxes & fees
Historic 1911 Cottage with Pool, 2 Blocks from Orange Sunsets on Beach and Town
Pool
Property grounds
Private kitchen
Living area
Exceptional
(177 reviews)

Relaxing Manasota Key Condo #213 on the Gulf

Englewood

7% off
AU$1,596
for 7 nights, 1 apartment
AU$228 per night
includes taxes & fees
Relaxing Manasota Key Condo #213 on the Gulf
Your ideal mix of style, convenience, and comfort is ready and waiting for you.
Anna Maria, Florida's ocean is your ultimate fun zone!
Living, lounging, cooking—our space does it all.
Shopping on Anna Maria Island is like discovering hidden gems!
Exceptional
(56 reviews)

Luxury Family Escape: Spacious 4BR, Pool, Close to AMI, Dining & Attractions!

Bradenton

8% off
AU$4,781
for 7 nights, 1 home
AU$683 per night
includes taxes & fees
Luxury Family Escape: Spacious 4BR, Pool, Close to AMI, Dining & Attractions!
Private kitchen
Pool
Dining
Living area
Exceptional
(44 reviews)

New Luxurious Coastal Resort 3-Beedroom 2 Bath Private Pool

Venice

7% off
AU$2,770
for 7 nights, 1 home
AU$396 per night
includes taxes & fees
New Luxurious Coastal Resort 3-Beedroom 2 Bath Private Pool
Room
Exterior
Room
Bathroom
Wonderful
(32 reviews)

Marvelous Get Away In The Heart Of Fort Myers

Fort Myers

7% off
AU$780
for 7 nights, 1 apartment
AU$111 per night
includes taxes & fees
Marvelous Get Away In The Heart Of Fort Myers
Living area
Pool
Private kitchen
Property grounds
Exceptional
(28 reviews)

Great Family Vacation, Waterfront Pool Home

Cape Coral

8% off
AU$5,233
for 7 nights, 1 home
AU$748 per night
includes taxes & fees
Great Family Vacation, Waterfront Pool Home
Large dinning room
Desk/office space
Bonus sun room with cute fireplace (non-functional!)
Living area
Exceptional
(62 reviews)

Amazing heated pool & spa just minutes from Anna Maria Island

Bradenton

7% off
AU$3,216
for 7 nights, 1 home
AU$459 per night
includes taxes & fees
Amazing heated pool & spa just minutes from Anna Maria Island
Bathroom
Room
Interior
Private kitchen
Wonderful
(47 reviews)

Chic Cape Coral Studio – Near Yacht Club, Kitchen + Laundry

Cape Coral

7% off
AU$949
for 7 nights, 1 apartment
AU$136 per night
includes taxes & fees
Chic Cape Coral Studio – Near Yacht Club, Kitchen + Laundry
Pool
Living area
Room
Private kitchen
Exceptional
(15 reviews)

1 Min to Barefoot Beach - Heated Pool - Fully Fenced Lot

Bonita Springs

7% off
AU$3,507
for 7 nights, 1 home
AU$501 per night
includes taxes & fees
1 Min to Barefoot Beach - Heated Pool - Fully Fenced Lot
Main entrance
Kitchen island area, seats 3 people
Living area
Living and TV area
Exceptional
(13 reviews)

This modern spacious and well decorated space is the ideal place to relax!

Port Charlotte

6% off
AU$3,613
for 7 nights, 1 home
AU$516 per night
includes taxes & fees
This modern spacious and well decorated space is the ideal place to relax!
Living area
Beach
Private kitchen
Pool
Exceptional
(68 reviews)

New Build on Marco Island, Family-sized house!

Marco Island

5% off
AU$4,357
for 7 nights, 1 home
AU$622 per night
includes taxes & fees
New Build on Marco Island, Family-sized house!
Private kitchen
Living area
Exterior
Dining
Wonderful
(21 reviews)

New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences!

Fort Myers Beach

7% off
AU$3,717
for 7 nights, 1 home
AU$531 per night
includes taxes & fees
New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences!
Terrace/patio
Pool
Private kitchen
Exterior
Exceptional
(24 reviews)

Casa Bonita by the Sea. Unique upscale experience for the discerning vacationer

Bonita Springs

8% off
AU$5,706
for 7 nights, 1 home
AU$815 per night
includes taxes & fees
Casa Bonita by the Sea. Unique upscale experience for the discerning vacationer
Private kitchen
Pool
Terrace/patio
Exterior detail
Exceptional
(101 reviews)

4BR 3BA - King Suite with Private Bathroom Heated Pool&Spa Near Vanderbilt Beach

Naples

8% off
AU$4,565
for 7 nights, 1 home
AU$652 per night
includes taxes & fees
4BR 3BA - King Suite with Private Bathroom Heated Pool&Spa Near Vanderbilt Beach
Private kitchen
Outdoor dining
Dining
Pool
Exceptional
(157 reviews)

OCTOBER, Nov & Dec DISCOUNTS! Cortez Boat Resort/AMIsland White Sand Beaches BOAT DOCK & LAUNCH on site

Cortez

6% off
AU$3,577
for 7 nights, 1 home
AU$511 per night
includes taxes & fees
OCTOBER, Nov & Dec DISCOUNTS! Cortez Boat Resort/AMIsland White Sand Beaches BOAT DOCK & LAUNCH on site
Property grounds
Pool
Room
Outdoor dining
Excellent
(156 reviews)

Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL

Sarasota

8% off
AU$1,169
for 7 nights, 1 room
AU$167 per night
includes taxes & fees
Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL
Living area
Exterior
Private kitchen
Living area
Exceptional
(14 reviews)

LOCATION! LOCATION! Charming 2-bedroom house in delightful Fort Myers Beach

Fort Myers Beach

8% off
AU$2,897
for 7 nights, 1 home
AU$414 per night
includes taxes & fees
LOCATION! LOCATION! Charming 2-bedroom house in delightful Fort Myers Beach
Many options of China for you to enjoy
Bonita Beach`s Beautiful White Sand
Guest Suite 2nd Fl- Living - Kitchen Fully Stock
Perfect SPOT to end your Day
Exceptional
(124 reviews)

Luxury 6BR Estate | Rooftop Hot Tub | Pool | 3-Min Walk to Gulf Beach | Sleeps 14

Bonita Springs

8% off
AU$10,076
for 7 nights, 1 home
AU$1,439 per night
includes taxes & fees
Luxury 6BR Estate | Rooftop Hot Tub | Pool | 3-Min Walk to Gulf Beach | Sleeps 14
Children’s area
Room
Living area
Dining
Exceptional
(24 reviews)

Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches

Sarasota

8% off
AU$3,014
for 7 nights, 1 villa
AU$431 per night
includes taxes & fees
Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches
Private kitchen
Exterior
65" Smart LED TV with NetFlix included.
Beach
Exceptional
(58 reviews)

Happy Turtle A: Cute Beach Cottage, 60 Steps to Sand, Sun Room

Bradenton Beach

8% off
AU$3,578
for 7 nights, 1 home
AU$511 per night
includes taxes & fees
Happy Turtle A: Cute Beach Cottage, 60 Steps to Sand, Sun Room
Birdseye view from water
Sports court
Gulf View form living room
Cozy Kitchen
Exceptional
(22 reviews)

Veteran Owned Beachfront, Sleeps 4.

Fort Myers Beach

7% off
AU$2,071
for 7 nights, 1 apartment
AU$296 per night
includes taxes & fees
Veteran Owned Beachfront, Sleeps 4.
Private kitchen
Marina
Property grounds
Living area
Exceptional
(37 reviews)

Siesta Key Beachside Condo-direct beach access

Siesta Key

8% off
AU$3,885
for 7 nights, 1 apartment
AU$555 per night
includes taxes & fees
Siesta Key Beachside Condo-direct beach access
Fitness facility
Pool
Property grounds
Living area
Exceptional
(29 reviews)

Lely Golf Resort - Golfer's Paradise - 1st Floor Condo - Players Club Access!

Naples

7% off
AU$3,177
for 7 nights, 1 apartment
AU$454 per night
includes taxes & fees
Lely Golf Resort - Golfer's Paradise - 1st Floor Condo - Players Club Access!
Exterior
Sports court
Terrace/patio
Interior
Exceptional
(182 reviews)

Amazing 1 Br/1 Ba Condo at Casa Mar

Siesta Key

7% off
AU$3,323
for 7 nights, 1 apartment
AU$475 per night
includes taxes & fees
Amazing 1 Br/1 Ba Condo at Casa Mar
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting lively Southwest Coast Florida

Enjoy the live music and other features of Southwest Coast Florida. Renowned for its beaches, bird watching and island views, this city welcomes all visitors. Siesta Key Beach and Key West Express are just a couple of the must-see attractions. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Southwest Coast Florida

Are you looking for things to do in the area? Venture out of your holiday home and experience everything that makes Southwest Coast Florida a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Fort Myers Country Club (7.3 mi / 11.7 km)
  • Sun Splash Water Park (13 mi / 20.9 km)
  • Stoneybrook Golf Club (14.3 mi / 23 km)
  • Dunes Golf and Tennis Club (21.3 mi / 34.3 km)
  • La Playa Golf Club (25 mi / 40.3 km)
  • Sun N Fun Lagoon (26.2 mi / 42.2 km)

Exploring the beaches and other natural features in Southwest Coast Florida

Southwest Coast Florida is famous for its breathtaking sunsets, island views and wildlife. Whether you're an active traveller or just want to spend some time taking in the scenery, Southwest Coast Florida is a great place to get out in nature. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Vanderbilt Beach (27.1 mi / 43.6 km)
  • Six Mile Cypress Slough Preserve (5.8 mi / 9.4 km)
  • Centennial Park (6.5 mi / 10.5 km)
  • Four Mile Cove Ecological Preserve (9.7 mi / 15.7 km)
  • Cape Coral Yacht Club Beach (13.3 mi / 21.4 km)
  • Bunche Beach (16.9 mi / 27.3 km)

How to get to and around Southwest Coast Florida

The nearest airport is in Fort Myers, FL (RSW-Southwest Florida Intl.), located 8 mi (12.9 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Punta Gorda Airport (PGD), which is 23.6 mi (38 km) away.

Frequently asked questions

What is the best area to stay in Southwest Coast Florida when booking a holiday home?
Among the most popular areas to choose a Stayz holiday property in Southwest Coast Florida is Cape Coral. Set up home here and explore its top attractions, like Sun Splash Water Park and Cape Coral Yacht Club Beach.
What is the most popular type of holiday home accommodation in Southwest Coast Florida?
The most sought-after types of holiday homes in Southwest Coast Florida are houses. Prefer something different? Stayz has many options to match the unique needs of our guests, so you'll see properties in loads of sizes and shapes. The ideal home away from home is waiting for you — snap up yours today.
How much does it cost to rent a holiday home in Southwest Coast Florida?
Different factors can influence how much you'll pay for a holiday home in Southwest Coast Florida, like the season, length of stay and type of property. But, all our holiday homes have one thing in common — excellent value. Just add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Southwest Coast Florida?
When you travel and the size and style of the property will influence the cost of your beachside holiday home. Click on your Southwest Coast Florida travel dates to view your available options on Stayz. Can't live without a private pool? Use the filters to select the features and amenities you want in your holiday home.
What are popular home amenities in Southwest Coast Florida?
A microwave oven, a washing machine and a fridge top the list of most popular home amenities in Southwest Coast Florida. Whether you plan to go alone, with your significant other or as a family group, Stayz will help you find a holiday home that fits your style with all the features you'll enjoy.
Are there large group holiday homes in Southwest Coast Florida?
Take your pick of 1 ,706 holiday homes in Southwest Coast Florida that can accommodate 10 or more people. Whether you're organising time away with the family or a special event, there's enough room to get your favourite people together under the same roof.
What are the top attractions for families in Southwest Coast Florida?
Keeping the kids happy during your Southwest Coast Florida holiday is easy with these fabulous family-friendly attractions:
  • Siesta Key Beach
  • Lido Beach
  • St. Armands Circle
Can I find two-bedroom holiday homes in Southwest Coast Florida?
Gather your besties and enjoy a relaxing escape in one of the 10 ,485 two-bedroom holiday properties Southwest Coast Florida has to offer.
Are there holiday homes with WiFi in Southwest Coast Florida?
Whether you want to keep up to date with the news, send a few emails or surf social networks, there are 10 ,146 holiday homes with WiFi in Southwest Coast Florida. Check the "WiFi" box when searching on Stayz and stay connected on your getaway.
How old do you have to be to rent a holiday home in Southwest Coast Florida?
Age restrictions can differ between properties on Stayz, so be sure to look at the rules of the holiday home in Southwest Coast Florida you want to book. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in Southwest Coast Florida for?
The length of time you can book a holiday home in Southwest Coast Florida varies according to the property. Simply enter your selected travel dates to look at a list of options offering extended stays. With lots of creature comforts such as air conditioning and laundries, as well as some offering discounted weekly or monthly prices, you're sure to find somewhere perfect to call your home away from home in Southwest Coast Florida.

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