--- title: "Midtown Vacation Packages 2026 from $1,020 | Expedia" description: "Bundle Midtown flight + hotel & save up to 100% off your flight with Expedia. FREE cancellation on select hotels." canonical: "https://www.expedia.com/Midtown.d893792835648720896.Destination-Travel-Guides" language: en-US market: US currency: USD prices_as_of: 2026-11-14T09:25:16Z --- ![A dense bamboo forest with tall, green bamboo stalks and a single large bamboo leaf.](https://images.trvl-media.com/place/602729/48517e57-b9c8-4746-962b-24fe948b91ca.jpg?impolicy=fcrop&w=1200&h=300&q=medium) Photo by Waterlogged Travels # Midtown Vacations from $1,020 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $2,000 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 Plan, book, and manage your trip all in one place ## The Latest Midtown Vacation Packages Price found within the past 48 hours. Click for updated prices. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A beach with clear turquoise water and a sandy shore.](https://images.trvl-media.com/lodging/6000000/5810000/5800200/5800169/8d9decbf.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A balcony with a view of the beach and ocean.](https://images.trvl-media.com/lodging/6000000/5810000/5800200/5800169/0a21c679.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 24 - Jan 30** ### [Manasota Key Resort + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-24/2027-01-30/?FromAirport=BOS&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5800169&dealMarker=&paandie=true&cabinClass=e) Manasota Key 6 nights **9.6/10** \- Exceptional (342 reviews) "We loved our stay. Thank you so much for the great hospitality" Reviewed October 22, 2026 Roundtrip • Boston (BOS) - Fort Myers (RSW) BOS - RSW • 1 stop RSW - BOS • 1 stop Save 100% on your flight [~~$1,542~~](https://www.expedia.com/) **$1,020** per traveler found 1 day ago - ![A modern hallway with a wooden floor, large potted plants, and a view of a sunset through large windows.](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/e9f96ec5_edited_8e47.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A restaurant with wooden tables, a floral bench, and hanging lights.](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/fa694e73.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 14 - Jan 18** ### [The Perry Hotel Naples + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-14/2027-01-18/?FromAirport=BOS&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102386398&dealMarker=&paandie=true&cabinClass=e) Naples 4 nights **9.6/10** \- Exceptional (1,265 reviews) "If you are looking for a fantastic resort that’s nearby everything SWFL has to offer. This is the resort for you! I wasn’t sure what to expect booking but it was great. From the staff, to the room, the food and private boat to the beach. Every detail was noted and appreciated. I cannot wait to return! Thank you for making a tough trip into a wonderful one!" Reviewed November 13, 2026 Roundtrip • Boston (BOS) - Fort Myers (RSW) PSM - PGD • Nonstop PGD - PSM • Nonstop [~~$2,234~~](https://www.expedia.com/) **$1,448** per traveler found 1 day ago - ![A wooden boardwalk leading to a beach with blue beach chairs and umbrellas.](https://images.trvl-media.com/lodging/1000000/450000/448400/448389/577a807e.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A hotel pool area with lounge chairs and a water feature.](https://images.trvl-media.com/lodging/1000000/450000/448400/448389/85ff4775.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 24 - Jan 30** ### [GullWing Beach Resort + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-24/2027-01-30/?FromAirport=BOS&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=448389&dealMarker=&paandie=true&cabinClass=e) South Island 6 nights **9.6/10** \- Exceptional (987 reviews) "Beautiful property, generous size condos and all the amenities." Reviewed November 6, 2026 Roundtrip • Boston (BOS) - Fort Myers (RSW) BOS - RSW • 1 stop RSW - BOS • 1 stop Save 100% on your flight [~~$1,647~~](https://www.expedia.com/) **$1,092** per traveler found 2 days ago - ![A beach with people and umbrellas, a railing, and the ocean.](https://images.trvl-media.com/lodging/12000000/11760000/11753200/11753200/e6ccd6d1.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A balcony with a view of a beach and ocean.](https://images.trvl-media.com/lodging/12000000/11760000/11753200/11753200/4e4ad1b0.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 24 - Jan 30** ### [Edison Beach House + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-24/2027-01-30/?FromAirport=BOS&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=11753200&dealMarker=&paandie=true&cabinClass=e) Fort Myers Beach 6 nights **9.4/10** \- Exceptional (1,972 reviews) Roundtrip • Boston (BOS) - Fort Myers (RSW) BOS - RSW • 1 stop RSW - BOS • 1 stop Save 100% on your flight [~~$1,591~~](https://www.expedia.com/) **$1,064** per traveler found 1 day ago - ![A large, two-story house with a driveway leading to a front door, surrounded by a well-maintained lawn and palm trees.](https://images.trvl-media.com/lodging/106000000/105180000/105171600/105171593/e3dd4c26.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern house with a swimming pool, large windows, and a covered patio area.](https://images.trvl-media.com/lodging/106000000/105180000/105171600/105171593/875d8d19.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 31 - Feb 5** ### [Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-31/2027-02-05/?FromAirport=PHL&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=105171593&dealMarker=&paandie=true&cabinClass=e) South End 5 nights Roundtrip • Philadelphia (PHL) - Fort Myers (RSW) PHL - RSW • Nonstop PGD - TTN • Nonstop [~~$6,834~~](https://www.expedia.com/) **$4,678** per traveler found 1 day ago ## Where to stay in Midtown Find the best Midtown areas and neighborhoods for the activities you enjoy most. - [Iona](#) - [Villas](#) - [Punta Rassa](#) - [South Fort Myers](#) - [Daniels Corridor](#) ![An aerial view of a coastal area with a bridge connecting two land masses, a beach, and a clear blue sky.](https://images.trvl-media.com/place/553248635976387020/7c957d56-0108-4a22-a1e5-a8ce57c0ea34.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Iona](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=553248635976387020) ### Iona While visiting Iona, you might make a stop by sights like Estero Bay Preserve State Park and Tribby Arts Center. [See properties](https://www.expedia.com/Hotel-Search?regionId=553248635976387020) ![A beach at sunset with the sun reflecting on the water, palm trees, and a clear sky.](https://images.trvl-media.com/place/553248628384480340/6ee6fa37-c773-4faf-90a8-2e5a173ccec4.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Villas](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=553248628384480340) ### Villas The beaches and abundant dining options are top of the list for many visitors to Villas. A stop by Bell Tower Shops or Regal Belltower might round out your trip. [See properties](https://www.expedia.com/Hotel-Search?regionId=553248628384480340) ![A bridge over water with a clear sky.](https://images.trvl-media.com/place/6177558/260e1f13-30f0-4388-9dc6-5e6cc867c8ac.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Punta Rassa](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=6177558) ### Punta Rassa Punta Rassa is a destination visitors seek out for is beaches, abundant dining options, and waterfront views. You might want to check out attractions like Sanibel Harbour or Sanibel Harbour Beach while you're exploring the neighborhood. [See properties](https://www.expedia.com/Hotel-Search?regionId=6177558) ![A pier extending into the water with two gazebos at the end, under a sunset sky.](https://images.trvl-media.com/place/553248635976472049/9e2f3ad7-cd74-4e69-971d-2390e805f066.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for South Fort Myers](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=894118002916675584) ### South Fort Myers While visiting South Fort Myers, you might make a stop by sights like Estero Bay Preserve State Park and Castle Golf. [See properties](https://www.expedia.com/Hotel-Search?regionId=894118002916675584) ![Two white birds on a tree branch over water.](https://images.trvl-media.com/place/6065691/fc3906c0-9b2c-4368-bce8-11856ca032b4.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by Anthony Ball [View properties in map for Daniels Corridor](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=893792298559709184) ### Daniels Corridor While visiting Daniels Corridor, you might make a stop by sights like Six Mile Cypress Slough Preserve and Lee Health Sports Complex. [See properties](https://www.expedia.com/Hotel-Search?regionId=893792298559709184) ## Discover the most popular places to visit in Midtown ### Fort Myers Historical Museum Rating: 10.0/10 (1 review) You can spend time studying the exhibits at Fort Myers Historical Museum during your travels in Fort Myers. Stroll along the beautiful beaches or attend a baseball game in the area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6065695) ## Midtown Hotel Deals ### [Holiday Inn Fort Myers - Downtown Area by IHG](https://www.expedia.com/Fort-Myers-Hotels-Holiday-Inn-Fort-Myers-Downtown-Area.h16535016.Hotel-Information) ![A restaurant with multiple tables and chairs, a bar area, and a television screen mounted on the wall.](https://images.trvl-media.com/lodging/17000000/16540000/16535100/16535016/31e54fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 2431 Cleveland Ave, Fort Myers, FL, 33901, US - Location: Midtown - Star rating: 3/5 - Guest rating: 7.6/10 (Good, 1001 reviews) - Price: $109 nightly, $122 total, Nov 15 - Nov 16, Total with taxes and fees - Review: This hotel was in remodeling… the staff was great, maybe when finished will be great ### [Courtyard by Marriott Fort Myers Cape Coral](https://www.expedia.com/Fort-Myers-Hotels-Courtyard-By-Marriott-Fort-Myers-Cape-Coral.h22386.Hotel-Information) ![A hotel courtyard with a swimming pool, lounge chairs, and palm trees.](https://images.trvl-media.com/lodging/1000000/30000/22400/22386/a6afb300.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 4455 Metro Pkwy, Fort Myers, FL, 33916, US - Location: 2.7 mi from Midtown - Star rating: 3/5 - Guest rating: 8.2/10 (Very good, 1003 reviews) - Price: $83 nightly, $93 total, Dec 14 - Dec 15, Total with taxes and fees ### [Hampton Inn & Suites Fort Myers - Colonial Blvd](https://www.expedia.com/Fort-Myers-Hotels-Hampton-Inn-Suites-Fort-Myers-Colonial-Blvd.h1661939.Hotel-Information) ![A rooftop patio with outdoor seating, a pool, and palm trees.](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661939/dff5fa73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 4350 Executive Circle, Fort Myers, FL, 33916, US - Location: 2.8 mi from Midtown - Star rating: 2.5/5 - Guest rating: 9.4/10 (Exceptional, 1003 reviews) - Price: $101 nightly, $113 total, Nov 22 - Nov 23, Total with taxes and fees ### [Best Western Fort Myers Inn & Suites](https://www.expedia.com/Fort-Myers-Hotels-Best-Western-Fort-Myers-Inn-Suites.h17131.Hotel-Information) ![A hotel with a modern design, featuring a prominent 'Best Western' sign, multiple parking spaces, and palm trees.](https://images.trvl-media.com/lodging/1000000/20000/17200/17131/5f870412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 4400 Ford Street Ext, Fort Myers, FL, 33916, US - Location: 2.8 mi from Midtown - Star rating: 2.5/5 - Guest rating: 8.8/10 (Excellent, 1207 reviews) - Price: $77 nightly, $85 total, Nov 15 - Nov 16, Total with taxes and fees ### [Hampton Inn Fort Myers Downtown](https://www.expedia.com/Fort-Myers-Hotels-Hampton-Inn-Fort-Myers-Downtown.h95374467.Hotel-Information) ![A Hampton Inn hotel with a well-lit entrance, a covered outdoor area, and a parking lot.](https://images.trvl-media.com/lodging/96000000/95380000/95374500/95374467/w5757h3835x0y5-c3d31148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 2151 Johnson Street, Fort Myers, FL, 33901, US - Location: Fort Myers River District, 0.5 mi from Midtown - Star rating: 3/5 - Guest rating: 9.2/10 (Wonderful, 1077 reviews) - Price: $106 nightly, $118 total, Nov 23 - Nov 24, Total with taxes and fees - Review: The breakfast did not have coffee or juice. The water fountain was closed with a suggestion to use the bottle filler in the gym area. The room was clean, one towel was provided which was strange. The soap and shampoo dispensers were both empty. The pool is overlooked by the freeway overpass in the front parking lot creating a noisy atmosphere of car horns and engines. Location was decent, walkable to the historic downtown. ### [The Banyan Hotel Fort Myers, Tapestry Collection by Hilton](https://www.expedia.com/Fort-Myers-Hotels-The-Banyan-Hotel-Fort-Myers.h1916874.Hotel-Information) ![A multi-story hotel with a classic architectural style, featuring a central courtyard with palm trees and a well-lit entrance.](https://images.trvl-media.com/lodging/2000000/1920000/1916900/1916874/8aede3c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1520 Broadway, Fort Myers, FL, 33901, US - Location: Downtown Historic District, 0.6 mi from Midtown - Star rating: 3.5/5 - Guest rating: 8.6/10 (Excellent, 917 reviews) - Price: $122 nightly, $136 total, Nov 22 - Nov 23, Total with taxes and fees ### [Residence Inn by Marriott Fort Myers](https://www.expedia.com/Fort-Myers-Hotels-Residence-Inn-By-Marriott-Fort-Myers.h34590.Hotel-Information) ![An outdoor seating area with a stone fire pit surrounded by wicker furniture.](https://images.trvl-media.com/lodging/1000000/40000/34600/34590/89cba763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 2960 Colonial Blvd, Fort Myers, FL, 33966, US - Location: 2.8 mi from Midtown - Star rating: 3/5 - Guest rating: 8.8/10 (Excellent, 361 reviews) - Price: $103 nightly, $115 total, Nov 28 - Nov 29, Total with taxes and fees ### [HomeTowne Studios by Red Roof Fort Myers](https://www.expedia.com/Fort-Myers-Hotels-Hometowne-Studios-Fort-Myers.h128179711.Hotel-Information) ![A multi-story hotel with a modern design, featuring a prominent entrance, a parking lot, and a stop sign.](https://images.trvl-media.com/lodging/129000000/128180000/128179800/128179711/d4413efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 4470 Executive Cir, Fort Myers, FL, 33916, US - Location: 3.1 mi from Midtown - Star rating: 2.5/5 - Guest rating: 8.8/10 (Excellent, 133 reviews) - Price: $65 nightly, $72 total, Nov 18 - Nov 19, Total with taxes and fees 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. [See all properties in Midtown](https://www.expedia.com/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29®ionId=893792835648720896&adults=2&sort=RECOMMENDED&openPlayBack=true) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.