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Houses in Southwest Gulf Coast and Condos – Holiday Lettings - Holiday Rentals Southwest Gulf Coast

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2,424 Holiday homes

Holiday home in Southwest Gulf Coast

Bonita Springs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £369 / night

£1,848 / week

1 / 27

Fort Myers Beach holiday condo rental

Fort Myers Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £251 / night

£1,755 / week

1 / 15

Holiday condo in Southwest Gulf Coast

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £62 / night

£431 / week

1 / 31

Condo rental in Southwest Gulf Coast

Fort Myers Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £134 / night

£938 / week

1 / 12

Holiday home in Southwest Gulf Coast

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £176 / night

£1,229 / week

1 / 11

Holiday home in Southwest Gulf Coast

Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £102 / night

£712 / week

1 / 18

Southwest Gulf Coast holiday condo rental

Fort Myers Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £264 / night

£1,843 - £3,136 / week

1 / 21

Holiday villa in Southwest Gulf Coast

Bonita Springs villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £93 / night

£647 / week

1 / 17

Home rental in Southwest Gulf Coast

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £153 / night

£1,067 / week

1 / 33

Holiday condo in Sarasota

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £462 / night

£3,233 / week

1 / 30

Bonita Springs holiday condo rental

Bonita Springs condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £106 / night

£739 / week

1 / 18

Port Charlotte holiday condo rental

Port Charlotte condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £47 / night

£324 / week

1 / 22

Holiday condo in Fort Myers

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £56 / night

£388 - £693 / week

1 / 27

Home rental in Cape Coral

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £208 / night

£1,455 - £1,584 / week

1 / 17

Holiday home with golf nearby in Naples

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £81 / night

£603 / week

1 / 18

Villa rental in Southwest Gulf Coast

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £184 / night

£1,287 / week

1 / 23

Holiday home with golf nearby in Naples

Naples house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £259 / night

£1,811 / week

1 / 24

Holiday home in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £227 / night

£1,588 / week

1 / 23

Southwest Gulf Coast holiday home rental

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £162 / night

£1,132 / week

1 / 10

Southwest Gulf Coast holiday apartment accommodation

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £204 / night

£1,423 / week

1 / 23

Southwest Gulf Coast holiday home rental

Venice house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £97 / night

£582 / week

1 / 37

Southwest Gulf Coast holiday condo rental

Cape Coral condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £111 / night

£776 / week

1 / 23

Holiday home accommodation

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £171 / night

£1,293 - £1,681 / week

1 / 35

Condo rental in Southwest Gulf Coast

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £102 / night

£712 / week

1 / 24

Holiday townhouse in Southwest Gulf Coast

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £116 / night

£809 / week

1 / 25

Holiday home in Marco Island

Marco Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from £330 / night

£2,309 / week

1 / 11

Holiday apartment in Southwest Gulf Coast

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £416 / night

£2,910 / week

1 / 19

Holiday apartment in Naples

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £142 / night

£988 / week

1 / 25

Holiday condo in Southwest Gulf Coast

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

from £108 / night

£755 / week

1 / 21

Cape Coral holiday home rental

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £148 / night

£1,109 / week

1 / 16

Holiday condo rental

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £77 / night

£539 / week

1 / 19

Naples holiday condo rental

Naples condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £62 / night

£431 / week

1 / 19

Southwest Gulf Coast holiday villa accommodation

Naples villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £172 / night

£1,201 - £4,618 / week

1 / 24

Southwest Gulf Coast holiday condo rental

Cape Coral condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £374 / night

£2,619 / week

1 / 25

Holiday condo in Southwest Gulf Coast

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £148 / night

£1,035 / week

1 / 10

Holiday condo with shared pool in Southwest Gulf Coast

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £93 / night

£647 / week

1 / 24

Cape Coral holiday home rental

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £241 / night

£1,681 / week

1 / 75

Condo rental in Goodland

Goodland condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £231 / night

£1,617 / week

1 / 13

Holiday villa with shared pool in Southwest Gulf Coast

Rotonda West villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £211 / night

£1,474 / week

1 / 24

Holiday villa with shared pool in Rotonda West

Rotonda West villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £211 / night

£1,474 / week

1 / 25

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Southwest Gulf Coast holidays

A subtropical climate, gorgeous white sandy beaches, warm turquoise waters, a host of outdoor activities such as swimming, diving, fishing, sailing and top-class golf—not surprisingly, Florida's Southwest Gulf Coast is a magnet for those wishing to “get away from it all.”

Start your escape today by booking your holiday rental on Holiday Lettings.

About the Florida Southwest Gulf Coast

Measuring around 200 miles from Tampa to the south of Marco Island, Florida's Southwest Gulf Coast incorporates many popular resorts along the way such as Fort Myers, Sarasota, Sanibel Island and Naples. There are also small quaint coastal villages offering independent shops and impressive eating establishments.

Warm weather is practically guaranteed here—Florida is 'The Sunshine State,' after all. Many of the towns on this Gulf stretch give off an affluent vibe. They are where arts, culture, fine dining and designer shopping mix with lazy beach days and rowdy watersports. In other words, the Southwest Gulf Coast is an all-round holiday destination with something to appeal to just about everyone.

Less developed than other parts of Florida, cities and beach towns on the Southwest Gulf Coast share the area with farmers growing oranges, sugarcane and tomatoes on huge swathes of agricultural land. Wildlife in the massive Everglades National Park inhabit the remainder.

What to do in Florida Southwest Gulf Coast

Join an eco-river tour from November to April and go search for some manatees (or 'Sea Cows') to photograph during their mating season. Some of the tours offer 'no manatee - no pay' deals, so you won’t be out of pocket if you don’t catch a glimpse!

Visit the huge Everglades National Park and look for alligators, dolphins and a breathtaking variety of colourful wildlife birds. Again, the best way to do this is via an organised tour.

Go shelling on Sanibel Island to find huge conch, whelk and cockle shells—it’s a great beach walk.

Art lovers can't afford to miss the John and Mable Ringling Museum of Art in Sarasota. Florida's official art museum, you'll see della Robia's Madonna & Child as well as paintings by masters such as Gainsborough, Rembrandt and Rubens.

Naples Botanical Garden has a huge variety of stunningly exotic-looking plants as well as a popular origami exhibition, outdoor jazz piano recitals and an impressive cafe where you can quench your thirst.

Top travel tips for Florida Southwest Gulf Coast

Book your accommodation well in advance if you plan on visiting from February to May, as this is peak tourist season. You'll get cheap deals in summer when temperatures and humidity are highest. It’s worth bearing in mind that hurricane season lasts from June to November.

Traffic congestion is bad, particularly in winter and especially at peak times of the day when locals are going to and from work.

Be mindful of the law if you plan on doing some shelling on Sanibel. That's because it's illegal to carry off a 'living shell'—that’s one with a sea creature still using it.

Guaranteed sunshine, beautiful award-winning beaches, lovely calm seas, and a cosmopolitan city feel when you feel like brushing the sand off and putting on something dressy for dinner… Florida's affluent Southwest Gulf Coast doesn't have to try too hard to entice holidaymakers to drop by—plan your visit with Holiday Lettings today!

Top Destination reviews

Amazing Waterfront Condo, Magnificent Views, Pools
Awesome views

We loved the location of this condo. We saw the sunrise every morning from our deck while we watched the many boats go by from the nearby marina. This great location was within walking distance of several restaurants. The condo itself was very nice, perfect for 2 adults or a family of four. Our only complaint is we had to reboot our WiFi each morning.see more
Paradise in Fort Myers
Beautiful villa in stunning location

Absolutely gorgeous villa in the fort myers area of Florida. Easily sleeps 8 with 2 double beds and 4 singles in 4 bedrooms. En suite and separate family bathroom. Very well kept! Kitchen has everything you can need. Massive washer and dryer. Massive garage. Two large sitting areas and two indoor dining tables. Set on a lake with a fountain in the middle - stunning. Extremely clean, lots of towels provided. Extremely good communication with the owners. This villa has everything. The only reason I give it 4 stars instead of 5 was that the pool hadn’t been cleaned/skimmed before our arrival as the pool cover was on. The pool cover was quite old and a lot of the little bobbly bits had come off and were floating in the pool ( as such the pool cover is now being replaced). The filter had been turned off as the pool level was quite low. It was only a day before we left that the pool boy came and gave it a good clean. Others had visited before to try to sort but to no joy - the top of the pool had a definite film on it until it had been cleaned. The heating of the pool didn’t work properly after day one either and still wasn’t working when we left. My only other negative was that even though the villa slept 8, there were only 4 sunbeds. I asked the owner if there were any spare and he explained that there wasn’t much room around the pool so they’d decided to only have 4. I personally think 8 would’ve fitted but I understand what he said. I would definitely revisit this villa and would recommend anyone else to as well.see more
Lakeview
Lakeview

Great holiday in this everything you may need villa, ideally located in a quite residential area with the beaches and local supermarkets within easy reach. Villa was clean and tidy with plenty of space and a plethora of beach chairs to use alongside a couple of coolers. Would book again. … see more
CAPE CORAL FLORIDA WATERFRONT HOME
Waterfront vacation

Beautiful property with amazing views along the inland waterway. The property is of a very high standard and the outside pool and spa are perfect. Would recommend to anyone looking for a relaxing vacation. … see more
Island Villa + 33 Foot Infinity Pool, Dolphin Visits
Fantastic pool and nearby beach villa.

Located in Fort Myers beach this villa was in a fantastic location to either relax at the villas pool or take a 10 minute stroll to the beach, there are a couple of places to eat within walking distance or a 5 minute drive or trolly bus takes you to several main shops and restaurants. Having done a fly drive holiday spending 2 weeks at the theme parks in Orlando a 3 hour drive took us to Fort Myers to enjoy the coast where we could relax, equally there were lots of beach water sports, boat trips to see dolphins, your only a short journey away from the Everglades or a shopping outlet if you want activities and things to do. The Villa was home from home, great infinity pool with a backdrop on a canal and manatees that pass if your lucky enough to see them. The villas air conditioning was a god send the kitchen was well equipped enabling us to eat in on occasions, lots of towels for pool etc. were provided along with laundry facilities. A great place for a holiday stay.see more
Golf - Florida 3 Bed Villa on 99 Hole Golf Estate
An excellent property & superb location

We had a great holiday here and didn't want to leave. The property is so well equipped it is a real home from home. It overlooks Broadmoor Park where there are walking and cycling trails around the lakes with an abundance of wildlife. The Home Entertainment system is excellent with the Xfinity cable network providing a vast selection of sports, films and music. There are also two separate music systems for indoor and outdoor use. We have been regular visitors to Rotonda for the past six years and this was undoubtedly the best. We cannot wait to return..see more

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