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

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4,258 Holiday homes

Holiday apartment in Southwest Gulf Coast

Sanibel Island apartment

  • 2 bedrooms
  • sleeps 5
  • 2 bathrooms
  • Wi-Fi available

“Relaxing in Paradise” B-2 Breakers West will surely become our getaway place. We have stayed twice already and could not be happier! We are a family of 4 and there is more than enough room. Our boys, age 6 & 9 were so sad to leave. I feel so relaxed when sitting on the lanai with the lush tropical landscaping. The beach is a short walk away and there are some wonderful beach chairs in the condo for use. Anything you may need is already there so you don't have to pack all the extras. The full kitchen is beautiful and well stocked for your cooking needs. We buy groceries on the way in and make most meals there. The owners, Andrew and Susan, are so friendly and easy to communicate with. I highly recommend the B-2 for your Sanibel retreat!

from £161 / night

£1,010 - £1,954 / week

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Holiday condo rental

Sanibel Island condo

  • 1 bedroom
  • sleeps 2
  • 1 bathroom
  • Wi-Fi available

from £152 / night

£1,062 - £1,359 / week

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Southwest Gulf Coast holiday home rental

Cape Coral house

  • 5 bedrooms
  • sleeps 10
  • 3 bathrooms

from £395 / night

£2,760 - £3,057 / week

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Apartment rental in Southwest Gulf Coast with golf nearby

Bradenton apartment

  • 2 bedrooms
  • sleeps 6
  • 2 bathrooms

from £84 / night

£589 / week

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Holiday home in Southwest Gulf Coast

Venice house

  • 2 bedrooms
  • sleeps 3
  • 1 bathroom
  • Wi-Fi available

from £85 / night

£510 / week

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Southwest Gulf Coast holiday home rental

Naples house

  • 5 bedrooms
  • sleeps 12
  • 5 bathrooms
  • Wi-Fi available

from £825 / night

£5,775 / week

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Condo rental in Marco Island

Marco Island condo

  • 1 bedroom
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £145 / night

£1,011 / week

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Holiday home in Southwest Gulf Coast

Fort Myers house

  • 2 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £103 / night

£996 - £2,219 / week

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Southwest Gulf Coast holiday villa rental

Naples villa

  • 2 bedrooms
  • sleeps 4
  • 3 bathrooms
  • Wi-Fi available

from £141 / night

£1,019 / week

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Holiday apartment in Fort Myers Beach

Fort Myers Beach apartment

  • 2 bedrooms
  • sleeps 5
  • 2 bathrooms
  • Wi-Fi available

from £107 / night

£850 / week

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Naples holiday townhouse rental

Naples townhouse

  • 2 bedrooms
  • sleeps 5
  • 2 bathrooms

from £213 / night

£1,274 / week

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Holiday home accommodation

Marco Island house

  • 4 bedrooms
  • sleeps 4
  • 2 bathrooms
  • Wi-Fi available

from £191 / night

£1,338 / week

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Home rental in Punta Gorda with golf nearby

Punta Gorda house

  • 3 bedrooms
  • sleeps 6
  • 3 bathrooms
  • Wi-Fi available

from £255 / night

£1,784 / week

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Southwest Gulf Coast holiday condo let

Lido Key condo

  • 1 bedroom
  • sleeps 2
  • 1 bathroom
  • Wi-Fi available

from £115 / night

£802 / week

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Holiday apartment rental

Fort Myers Beach apartment

  • 2 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £169 / night

£1,183 / week

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Apartment rental in Southwest Gulf Coast

Manasota Key apartment

  • 3 bedrooms
  • sleeps 6
  • 3 bathrooms

from £234 / night

£1,635 - £1,932 / week

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North Fort Myers holiday studio rental

North Fort Myers studio

  • Studio
  • sleeps 2
  • 1 bathroom
  • Wi-Fi available

from £40 / night

£281 / week

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Holiday apartment rental

Fort Myers Beach apartment

  • 1 bedroom
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £111 / night

£680 / week

1 / 13

Holiday apartment with shared pool in Southwest Gulf Coast

Naples apartment

  • 2 bedrooms
  • sleeps 4
  • 2 bathrooms
  • Wi-Fi available

from £57 / night

£399 / week

1 / 14

Southwest Gulf Coast holiday condo rental

Marco Island condo

  • 2 bedrooms
  • sleeps 6
  • 2 bathrooms

from £76 / night

£529 / week

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Holiday villa with golf nearby in Southwest Gulf Coast

Rotonda West villa

  • 3 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £126 / night

£882 / week

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Holiday home rental

Naples house

  • 3 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £124 / night

£862 / week

1 / 20

Home rental in Southwest Gulf Coast

North Fort Myers house

  • 3 bedrooms
  • sleeps 5
  • 2 bathrooms
  • Wi-Fi available

from £135 / night

£1,274 / week

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Home rental in Southwest Gulf Coast

Sarasota house

  • 1 bedroom
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £102 / night

£713 / week

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Holiday home in Cape Coral

Cape Coral house

  • 3 bedrooms
  • sleeps 8
  • 2 bathrooms
  • Wi-Fi available

“Heaven!” I stayed at Villa Marie for a week with the family, everyone absolutely loved the place. It was more then we imagined, extremely clean, well decorated, and the view from the pool was serene and beautiful! Can't wait to book this again!

from £170 / night

£1,444 - £1,711 / week

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Holiday apartment in Southwest Gulf Coast

Naples apartment

  • 2 bedrooms
  • sleeps 4
  • 2 bathrooms
  • Wi-Fi available

from £107 / night

£745 / week

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Condo accommodation in Southwest Gulf Coast with golf nearby

Bradenton condo

  • 2 bedrooms
  • sleeps 4
  • 2 bathrooms
  • Wi-Fi available

from £104 / night

£722 / week

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Holiday apartment rental

Sarasota apartment

  • 1 bedroom
  • sleeps 2
  • 1 bathroom
  • Wi-Fi available

from £42 / night

£255 - £476 / week

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Naples holiday apartment rental

Naples apartment

  • 2 bedrooms
  • sleeps 4
  • 2 bathrooms

from £141 / night

£1,062 / week

1 / 10

Holiday condo in Southwest Gulf Coast

Marco Island condo

  • 1 bedroom
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £91 / night

£637 / week

1 / 12

Holiday home in Southwest Gulf Coast

Bradenton house

  • 4 bedrooms
  • sleeps 8
  • 2 bathrooms
  • Wi-Fi available

from £201 / night

£1,403 / week

1 / 17

Condo rental in Southwest Gulf Coast with shared pool

Fort Myers condo

  • 3 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £63 / night

£436 / week

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Villa rental in Englewood

Englewood villa

  • 4 bedrooms
  • sleeps 8
  • 3 bathrooms
  • Wi-Fi available

from £144 / night

£974 - £1,483 / week

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Southwest Gulf Coast holiday apartment rental

Sarasota apartment

  • 2 bedrooms
  • sleeps 4
  • 2 bathrooms
  • Wi-Fi available

“Excellent stay!!” A gorgeous condo that has been well taken care of. Evrything you need is right here. A gorgeous view of the gulf and just footsteps away. By far the best place we have have ever stayed at in siesta key!!!

from £206 / night

£1,439 / week

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Holiday condo rental

Englewood condo

  • 2 bedrooms
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £106 / night

£742 / week

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Holiday apartment in Southwest Gulf Coast

Fort Myers Beach apartment

  • 2 bedrooms
  • sleeps 6
  • 1 bathroom
  • Wi-Fi available

from £101 / night

£645 - £2,462 / week

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Caravan/mobile home rental in Fort Myers

Fort Myers caravan/mobile home

  • 1 bedroom
  • sleeps 5
  • 1 bathroom

from £64 / night

£340 / week

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Home rental in Cape Coral

Cape Coral house

  • 3 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

“Awesome Home in Cape Coral” I would give this home more stars if I could. Gorgeous home, very clean and fully furnished. Scott (owner) is very responsive. Hoping to rent it again next winter. Ten thumbs up!!!

from £194 / night

£1,359 / week

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Southwest Gulf Coast holiday villa accommodation

Cape Coral villa

  • 4 bedrooms
  • sleeps 8
  • 3 bathrooms
  • Wi-Fi available

from £145 / night

£1,011 - £1,534 / week

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Home rental in Sarasota

Sarasota house

  • 2 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £112 / night

£784 / week

1 / 36

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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

Royal Palm flat first floor
Great for family

This place was perfect for me and my family. We are 6people in our family and we have a little dog. We brought a blow up mattress for my brother to sleep on in the living room although there is a sofa in the living room. The place is pretty spacious. There is only one bathroom though. The place was clean when we got there, and they have all the things you'd need in a kitchen like pots and pans, and they also have a washer and dryer in the garage for you to use. The owner also has things in the garage you can use like a boogie board, beach umbrellas, and chairs, etc.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
Villa Merindah
Amazing

Pictures don’t do it justice ! Beautiful villa with all amenities definitely will return , it’s one of the better ones in Rotonda and we’ve stayed in a few . … 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
Luxury on Florida's South West Gulf Coast
A truly stunning villa!

We were incredibly lucky to be Ross & Sally-Ann’s first guests staying at their absolutely stunning villa when we stayed for Christmas 2019. The villa is incredibly spacious, finished to an amazing standard and with a great heated pool. We loved the open plan nature of the villa and the bi-folding doors which run the whole length of the living area opening up to the pool area. A great location in Rotonda West backing onto one of the canals - loads of wildlife to spot including alligators. Great beaches nearby - especially Boca Grande which was our favourite. We also loved searching for shark teeth on Englewood beach. You would be hard pushed to find a better villa on Rotonda West.see more

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