Olde Englewood Village Vacation Packages for 2026

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Top Hotel Deals

Paradise Cove at Lemon Bay

Paradise Cove at Lemon Bay

3.5 out of 5
664 S McCall Rd Englewood FL
2.52 km from Olde Englewood Village
Book a stay at this beach villa in Englewood. Enjoy free WiFi, free parking, and a private beach. Popular attractions Englewood Beach and Manasota Beach are ...
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
5500 Sunseeker Way Punta Gorda FL
29.86 km from Olde Englewood Village
Book a stay at this 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 ...
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

4 out of 5
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 ...
Ramada by Wyndham Venice Hotel Venezia

Ramada by Wyndham Venice Hotel Venezia

3.5 out of 5
425 Us Highway 41 Byp N Venice FL
16.37 km from Olde Englewood Village
Book a stay at this business-friendly hotel in Venice. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the helpful staff in our ...
Inn at the Beach

Inn at the Beach

3 out of 5
725 West Venice Avenue Venice FL
17.07 km from Olde Englewood Village
Stay at this hotel in Venice. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
1200 W Retta Esplanade Punta Gorda FL
30.23 km from Olde Englewood Village
Stay at this aparthotel in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Island Sun Inn & Suites - Historic Venice & Beach Getaway

Island Sun Inn & Suites - Historic Venice & Beach Getaway

2 out of 5
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 ...
Fairfield Inn & Suites by Marriott Venice

Fairfield Inn & Suites by Marriott Venice

3 out of 5
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 ...
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
5600 Sunseeker Way Charlotte Harbor FL
29.96 km from Olde Englewood Village
Stay at this hotel in Punta Gorda. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice

2.5 out of 5
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 & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

2.5 out of 5
206 ALBEE RD Nokomis FL
19.37 km from Olde Englewood Village
Book a stay at this business-friendly hotel in Nokomis. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff in ...
Hampton Inn & Suites Venice Bayside South Sarasota

Hampton Inn & Suites Venice Bayside South Sarasota

2.5 out of 5
881 Venetia Bay Blvd Venice FL
17.59 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 ...
Holiday Inn Express Venice by IHG

Holiday Inn Express Venice by IHG

2.5 out of 5
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 ...
Days Inn by Wyndham Port Charlotte/Punta Gorda

Days Inn by Wyndham Port Charlotte/Punta Gorda

3 out of 5
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 ...
SpringHill Suites by Marriott Punta Gorda Harborside

SpringHill Suites by Marriott Punta Gorda Harborside

3 out of 5
101 HARBORSIDE AVENUE Punta Gorda FL
31.25 km from Olde Englewood Village
Book a stay at this business-friendly hotel in Punta Gorda. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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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.

JetBlue Airways
Fri, Jul 10 - Mon, Jul 27
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, Jul 10 from Logan Intl. to Sarasota-Bradenton Intl., returning Mon, Jul 27, priced at $197 found 6 days ago
American Airlines
Fri, Jul 17 - Fri, Jul 24
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$207 Roundtrip, found 6 days ago
$207
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Jul 17 from Logan Intl. to Sarasota-Bradenton Intl., returning Fri, Jul 24, priced at $207 found 6 days ago
Delta
Wed, Jul 29 - Wed, Aug 5
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$217 Roundtrip, found 6 days ago
$217
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Jul 29 from Logan Intl. to Sarasota-Bradenton Intl., returning Wed, Aug 5, priced at $217 found 6 days ago
Southwest Airlines
Wed, Jul 29 - Wed, Aug 5
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$217 Roundtrip, found 6 days ago
$217
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Jul 29 from Logan Intl. to Sarasota-Bradenton Intl., returning Wed, Aug 5, priced at $217 found 6 days ago
United
Fri, Jul 10 - Mon, Jul 27
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$244 Roundtrip, found 6 days ago
$244
Roundtrip
found 6 days ago
Select United flight, departing Fri, Jul 10 from Logan Intl. to Sarasota-Bradenton Intl., returning Mon, Jul 27, priced at $244 found 6 days ago