El Jobean Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
El Jobean Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples
Save 100% on your flight
Price was $1,029, price is now $619 per person
$619
per person
Dec 10 - Dec 15
found 20 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 4.5-star luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Family Home Tampa
Forest Hills
Save 100% on your flight
Price was $1,202, price is now $663 per person
$663
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this guesthouse in Tampa. Enjoy free WiFi, free parking, and a garden. Popular attractions Busch Gardens Tampa Bay and Raymond James Stadium are located nearby.
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Save 100% on your flight
Price was $2,116, price is now $1,260 per person
$1,260
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $1,632, price is now $972 per person
$972
per person
Dec 10 - Dec 15
found 20 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 4.5-star luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Tropic Isle at Anna Maria Island Inn
Save 100% on your flight
Price was $1,730, price is now $1,055 per person
$1,055
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 4-star hotel in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
Pelican Post at Anna Maria Island Inn
Save 100% on your flight
Price was $1,409, price is now $870 per person
$870
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3-star apartment in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
Top Hotel Deals
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
5500 Sunseeker Way, 785, Punta Gorda, FL
14.6 km from city center
Stay at this 4-star spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff ...
Country Inn & Suites by Radisson, Port Charlotte, FL
24244 Corporate Ct, Port Charlotte, FL
16.88 km from city center
Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Days Inn by Wyndham Port Charlotte/Punta Gorda
1941 Tamiami Trl, Port Charlotte, FL
9.15 km from city center
Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
The Suites at Fishermen’s Village- 2 Bedroom Suites
1200 W Retta Esplanade, Punta Gorda, FL
15.1 km from city center
Stay at this 3-star condo in Punta Gorda. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Inn at the Beach
725 West Venice Avenue, Venice, FL
28.8 km from city center
Stay at this 3-star hotel in Venice. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. Popular ...
Ramada by Wyndham Venice Hotel Venezia
425 Us Highway 41 Byp N, Venice, FL
27.09 km from city center
Stay at this 3.5-star business-friendly hotel in Venice. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the bar in our reviews. ...
Comfort Inn & Suites
812 Kings Hwy, Port Charlotte, FL
17 km from city center
Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Baymont by Wyndham Punta Gorda/Port Charlotte
9035 Mac Drive, Punta Gorda, FL
21.51 km from city center
Book a stay at this business-friendly motel in Punta Gorda. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Motel 6 Venice, FL
281 US 41 Bypass North, Venice, FL
26.91 km from city center
Stay at this motel in Venice. Enjoy free WiFi, free parking, and 10 beach bars. Our guests praise the helpful staff in our reviews. Popular attractions Venice ...
Sleep Inn & Suites Port Charlotte - Punta Gorda
806 Kings Hwy, Port Charlotte, FL
17.13 km from city center
Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Home2 Suites by Hilton Nokomis Sarasota Casey Key
227 Albee Road West, Nokomis, FL
30.04 km from city center
Stay at this 3-star business-friendly hotel in Nokomis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express Venice by IHG
380 Commercial Ct, Venice, FL
23.56 km from city center
Book a stay at this business-friendly hotel in Venice. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Fairfield Inn & Suites by Marriott Venice
2935 Executive Dr, Venice, FL
23.4 km from city center
Book a stay at this business-friendly hotel in Venice. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Feb 7 - Sat, Feb 14
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$90 Roundtrip, found 4 days ago
$90
Roundtrip
found 4 days ago
Sat, Feb 28 - Fri, Mar 6
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$130 Roundtrip, found 17 hours ago
$130
Roundtrip
found 17 hours ago
Mon, Dec 8 - Wed, Dec 24
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$131 Roundtrip, found 1 day ago
$131
Roundtrip
found 1 day ago
Thu, Dec 4 - Tue, Dec 9
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$143 Roundtrip, found 4 days ago
$143
Roundtrip
found 4 days ago
Sat, Feb 7 - Sat, Feb 14
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$143 Roundtrip, found 4 days ago
$143
Roundtrip
found 4 days ago