Southwest Florida Romantic Holidays
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to £335 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Packages with flights are ATOL protected
Top flight + Romantic hotel deals in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
Naples Grande Beach Resort
Park Shore
Save 100% on your flight
per person
28 Aug - 1 Sept
found 24 hours ago
Return direct flight included
Philadelphia (PHL) to Fort Myers (RSW)
9/10 Wonderful! (1,583 reviews)
We had a very good experience in our 3 days vacation
Excellent staff
Recommended it
Reviewed on 15 Jul 2025
Inn on Fifth
Old Naples
per person
30 Aug - 6 Sept
found 1 day ago
Return flight included
Birmingham (BHX) to Fort Myers (RSW)
9.4/10 Exceptional! (1,000 reviews)
A very nice hotel in the heart of downtown Naples. Clean modern rooms, attentive staff and a sunny pool deck. Naples’ best dining steps from your door.
Reviewed on 9 Jul 2025
Bellasera Resort
Old Naples
per person
30 Aug - 6 Sept
found 1 day ago
Return flight included
Birmingham (BHX) to Fort Myers (RSW)
9.6/10 Exceptional! (2,186 reviews)
The rooms are extremely spacious and clean. The valet gentlemen are great. The shuttle drivers are great. Property is very pretty. The London Club/Claw Bar are wonderful. Special mention to Andy the shuttle driver, what a sweet and wonderful soul. And then the hardest working person always with a smile, is the young man who serves the pool area and the London Club. Wow. He is amazing. Service in general is great. The only person that was kind of rude was the condescending gentleman at the front desk (with a mustache).
Will be back.
Reviewed on 6 Jul 2025
Inn at Pelican Bay
Pelican Bay
per person
30 Aug - 6 Sept
found 1 day ago
Return flight included
Birmingham (BHX) to Fort Myers (RSW)
9.6/10 Exceptional! (1,001 reviews)
Love this property, three minutes from Vanderbilt Beach. The rooms are perfect, with free breakfast, shuttle, ride to the beach, complementary chairs, and umbrellas. The staff were very pleasant and accommodating. Balcony overlooking the lake, will definitely be back.
Reviewed on 10 Jul 2025
Don't see what you're looking for?
See all available trips from Philadelphia to Southwest Florida
View all trips5* Romantic holidays in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton Naples, Tiburón
per person
30 Aug - 6 Sept
found 1 day ago
Return flight included
Birmingham (BHX) to Fort Myers (RSW)
9.4/10 Exceptional! (589 reviews)
Not as great as it used to be. Close to some shopping and restaurants. New pool area is very cool. Maintenance issues with the bathroom at 6am (very loud noises coming from toilet). Needed the pull out couch in the suit set up and to call multiple times to get it done. Staff were not very knowledgeable, but very friendly! I would stay again
Reviewed on 23 May 2025
Don't see what you're looking for?
See all available trips from Birmingham to Southwest Florida
View all trips3 Night Romantic holidays in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Charlotte to Southwest Florida
View all trips4 Night Romantic holidays in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
Naples Grande Beach Resort
Park Shore
Save 100% on your flight
per person
28 Aug - 1 Sept
found 24 hours ago
Return direct flight included
Philadelphia (PHL) to Fort Myers (RSW)
9/10 Wonderful! (1,583 reviews)
We had a very good experience in our 3 days vacation
Excellent staff
Recommended it
Reviewed on 15 Jul 2025
Don't see what you're looking for?
See all available trips from Philadelphia to Southwest Florida
View all tripsTop Romantic Southwest Florida Hotels
Pink Shell Beach Resort and Marina
275 Estero Blvd, Fort Myers Beach, FL
Stay at this 4-star beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools and 3 restaurants. Our guests praise the breakfast and the pool in ...
9.4/10 Exceptional! (1,000 reviews)
Couples like: beachfront dining, Hot tub, on the beach
Travellers say...
"Friendly staff, great amenities including valet service"
Reviewed on 12 Jul 2025
Sundial Beach Resort & Spa
1451 Middle Gulf Drive, Sanibel, FL
Stay at this 5-star luxury condo in Sanibel. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the property condition in their reviews. ...
8.6/10 Excellent! (2,565 reviews)
Couples like: full-service spa, couples spa treatments, beachfront dining, Hot tub
Travellers say...
"Excellent"
Reviewed on 6 Jul 2025
Turtle Beach Resort
9049 Midnight Pass Road, Siesta Key, FL
Stay at this hotel in Siesta Key. Enjoy free Wi-Fi, a marina and a free beach shuttle. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.6/10 Excellent! (318 reviews)
"Highly recommend staying at Turtle Beach Resort! Great location on the bay with the beach just a couple minutes away! All the amenities made it awesome! Kayaks provided, bikes provided, and fishing gear! Wonderful staff!"
Reviewed on 5 Jul 2025
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.
More holidays you might like
Top Romantic Holiday Destinations
- Romantic Holidays in Australia
- Romantic Holidays in Barcelona
- Romantic Holidays in Cornwall
- Romantic Holidays in Cyprus
- Romantic Holidays in France
- Romantic Holidays in Greece
- Romantic Holidays in Ibiza
- Romantic Holidays in Italy
- Romantic Holidays in Morocco
- Romantic Holidays in Paris
- Romantic Holidays in Portugal
- Romantic Holidays in Rome
- Romantic Holidays in Santorini
- Romantic Holidays in Scotland
- Romantic Holidays in Thailand
- Romantic Holidays in the Maldives
- Romantic Holidays in the United Kingdom
- Romantic Holidays in the USA
- Romantic Holidays in Turkey
- Romantic Holidays in Venice
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.