
Olde Englewood Village Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Photo by Rick Tuers
Olde Englewood Village Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Captiva Beach Resort
Save 100% on your flight
Price was $905, price is now $591 per person
$591
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $1,098, price is now $619 per person
$619
per person
Dec 2 - Dec 7
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Punta Gorda Airport (PGD)
Stay at this 4.5-star luxury resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.

Hotel Alba, Tapestry Collection by Hilton
Westshore
Save 100% on your flight
Price was $1,030, price is now $608 per person
$608
per person
Dec 2 - Dec 8
found 15 hours ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.

Manasota Key Resort
Save 100% on your flight
Price was $1,432, price is now $917 per person
$917
per person
Dec 2 - Dec 7
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Book a stay at this beach hotel in Englewood. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Englewood Beach and Stump Pass Beach State Park are located nearby.

Hampton Inn Tampa Downtown Channel District
Downtown Tampa
Save 100% on your flight
Price was $1,163, price is now $748 per person
$748
per person
Dec 2 - Dec 8
found 15 hours ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Stay at this 3-star hotel in Tampa. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Port of Tampa and Tampa Riverwalk are located nearby.

The Residences at Siesta Key Beach by Hyatt Vacation Club
Save 100% on your flight
Price was $2,019, price is now $1,301 per person
$1,301
per person
Nov 5 - Nov 9
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 WiFi, free valet parking, and a beach locale. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
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Paradise Cove at Lemon Bay
664 S McCall Rd, Englewood, FL
2.52 km from Olde Englewood Village
Stay at this 3.5-star beach villa in Englewood. Enjoy free WiFi, free parking, and a private beach. Popular attractions Englewood Beach and Indian Mound Park ...

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
5500 Sunseeker Way, 785, Punta Gorda, FL
29.91 km from Olde Englewood Village
Stay at this 4.5-star luxury resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful ...

Inn at the Beach
725 West Venice Avenue, Venice, FL
17.07 km from Olde Englewood Village
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
16.37 km from Olde Englewood Village
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. ...

The Suites at Fishermen’s Village- 2 Bedroom Suites
1200 W Retta Esplanade, Punta Gorda, FL
30.23 km from Olde Englewood Village
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. ...

Casey Key Resorts - Mainland
1650 South Tamiami Trail, Osprey, FL
25.19 km from Olde Englewood Village
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 ...

Fairfield Inn & Suites by Marriott Venice
2935 Executive Dr, Venice, FL
15.42 km from Olde Englewood Village
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 ...

Days Inn by Wyndham Port Charlotte/Punta Gorda
1941 Tamiami Trl, Port Charlotte, FL
23.59 km from Olde Englewood Village
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 ...

Motel 6 Venice, FL
281 US 41 Bypass North, Venice, FL
16.15 km from Olde Englewood Village
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 ...

Best Western Plus Ambassador Suites Venice
400 Commercial Ct, Venice, FL
15.5 km from Olde Englewood Village
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 ...

Holiday Inn Express Venice by IHG
380 Commercial Ct, Venice, FL
15.42 km from Olde Englewood Village
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 ...

Home2 Suites by Hilton Nokomis Sarasota Casey Key
227 Albee Road West, Nokomis, FL
19.23 km from Olde Englewood Village
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 ...

Four Points by Sheraton Punta Gorda Harborside
33 Tamiami Trail, Punta Gorda, FL
31.23 km from Olde Englewood Village
Stay at this 3.5-star business-friendly hotel in Punta Gorda. Enjoy free parking, 2 restaurants, and a marina. Our guests praise the helpful staff and the clean ...

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
625 Tamiami Trail S, Venice, FL
15.23 km from Olde Englewood Village
Stay at this motel in Venice. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions ...
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See all available properties in Olde Englewood Village
View all propertiesLowest 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.

Tue, Oct 14 - Tue, Oct 28
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$117 Roundtrip, found 2 days ago
$117
Roundtrip
found 2 days ago

Tue, Nov 4 - Wed, Nov 12
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago

Tue, Sep 30 - Wed, Oct 15
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$143 Roundtrip, found 5 days ago
$143
Roundtrip
found 5 days ago

Thu, Feb 5 - Thu, Feb 12
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$211 Roundtrip, found 5 days ago
$211
Roundtrip
found 5 days ago

Thu, Oct 16 - Thu, Oct 23
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$228 Roundtrip, found 4 days ago
$228
Roundtrip
found 4 days ago