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Flight and Cheap hotel deals in Southwest Florida

Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Sarasota Bradenton Airport

CA $708

per person

Sep 6 - Sep 10

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

8.8/10 Excellent! (1,649 reviews)

Very elegant, beautiful and spacious hotel. Would stay again

Reviewed on Jun 26, 2026

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3 Night Cheap holidays in Southwest Florida

Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Sarasota Bradenton Airport

CA $663

per person

Aug 7 - Aug 10

found 6 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

8.8/10 Excellent! (1,649 reviews)

Very elegant, beautiful and spacious hotel. Would stay again

Reviewed on Jun 26, 2026

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See all available trips from Columbus to Southwest Florida

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4 Night Cheap holidays in Southwest Florida

Price found within the past 48 hours. Click for updated prices.

Quality Inn Fort Myers Cape Coral

CA $558

per person

Sep 3 - Sep 7

found 6 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

7.6/10 Good! (334 reviews)

Clean room, Staff, breakfast,and excellent Parking!

Reviewed on Jun 25, 2026

Golden Host Resort - Sarasota

North Trail

CA $613

per person

Sep 6 - Sep 10

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

8.6/10 Excellent! (2,569 reviews)

I have stayed here before for several weeks during a visit to the area, and I enjoyed the location and especially the pool and Tiki bar! I once again booked a couple weeks here this year for another visit. Staff was helpful and friendly the room was about the same. this is a older Florida hotel so expect that when u book. The price is reasonable compared to what's in the area . it was clean and comfortable however!! I did feel like the Tiki bar was not as fun this time seems to have changed staff and it shows!! They seemed somewhat aggressive when it came to bill and tip time, Honestly the vibe in the Tiki bar seemed different and i did not visit it much this time! Kinda disappointing. I did notice that they had a lot less people in the Tiki than the last time I was here so maybe im not the only one to notice the change . I hope they can work on improving that! I am not sure if they are run by the hotel or not, it may be independent of the hotel.

Reviewed on Jun 26, 2026

Fairways Inn of Naples

Palm River Estates

CA $748

per person

Jul 26 - Jul 30

found 5 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9.4/10 Exceptional! (1,327 reviews)

En general es hotel esta espectacular lo e visitado varias veces creo que necesita limpiarlo un poco.em las áreas de jardín Para que luzca mas lindo

Reviewed on Jun 26, 2026

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Cheap Hotels in Southwest Florida

Golden Host Resort - Sarasota

4675 N Tamiami Trl Sarasota FL

18 min drive from Siesta Key Beach

Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ...

8.6/10 Excellent! (2,571 reviews)

"I have stayed here before for several weeks during a visit to the area, and I enjoyed the location and especially the pool and Tiki bar! I once again booked a couple weeks here this year for another visit. Staff was helpful and friendly the room was about the same. this is a older Florida hotel so ..."

Reviewed on Jun 26, 2026

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

20 min drive from Siesta Key Beach

Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...

9.2/10 Wonderful! (5,572 reviews)

"No free breakfast, bed are not comfortable to sleep but clean, shower and toilet are separate but shared sliding door"

Reviewed on Jun 26, 2026

Casey Key Resorts - Mainland

1650 South Tamiami Trail Osprey FL

17 min drive from Siesta Key Beach

Stay at this hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular ...

8.8/10 Excellent! (1,186 reviews)

"Everything was good but my a/c was not working well and I called twice and got nothing I love this place but a/c not working well in the summer not a good thing"

Reviewed on Jun 23, 2026

See all 46,923 properties in Southwest Florida

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.