Olde Englewood Village Vacation Packages for 2025

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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Olde Englewood Village Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Save 100% on your flight
per person
Jul 9 - Jul 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Sarasota (SRQ)
Stay at this 3-star business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby.

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) 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.

Turtle Beach Resort

Turtle Beach Resort

3.5 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Sarasota (SRQ)
Stay at this hotel in Siesta Key. Enjoy free WiFi, a marina, and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Siesta Key Beach and Turtle Beach are located nearby.

The Pointe Condos by Barsala

The Pointe Condos by Barsala

4.5 out of 5
Port Tampa City
Save 100% on your flight
per person
Jul 9 - Jul 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Sarasota (SRQ)
Stay at this 4.5-star luxury aparthotel in Tampa. Enjoy free parking, in-room washers/dryers, and an in-room coffeemaker. Our guests praise the helpful staff in our reviews. Popular attractions Westshore Plaza Mall and Picnic Island Park are located nearby.

Siesta Key Inn

Siesta Key Inn

2 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Sarasota (SRQ)
Stay at this hotel in Siesta Key. Enjoy free WiFi, free parking, and a garden. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Coastal Surfside Swank by Beachside Management

Coastal Surfside Swank by Beachside Management

4 out of 5
Siesta Key Village
Save 100% on your flight
per person
Jun 28 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Sarasota (SRQ)
Stay at this 4-star apartment in Siesta Key. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

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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
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 Charlotte Harbor

Sunseeker Resort Charlotte Harbor

4.5 out of 5
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 ...
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 ...
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
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. ...
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 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 ...
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

3 out of 5
1650 South Tamiami Trail, Osprey, FL
25.19 km from Olde Englewood Village
Stay at this 3-star business-friendly hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
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 ...
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 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 ...
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

Island Sun Inn & Suites - Venice, Florida Historic Downtown & 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 ...
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 3-star condo in Punta Gorda. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Home2 Suites by Hilton Nokomis Sarasota Casey Key

Home2 Suites by Hilton Nokomis Sarasota Casey Key

3 out of 5
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 ...
Motel 6 Venice, FL

Motel 6 Venice, FL

2 out of 5
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 ...
A Beach Retreat

A Beach Retreat

2.5 out of 5
105 Casey Key Rd, Nokomis, FL
20.12 km from Olde Englewood Village
Book a stay at this beach hotel in Nokomis. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular ...
Kon Tiki Inn

Kon Tiki Inn

2 out of 5
1487 S Tamiami Trail, Venice, FL
13.74 km from Olde Englewood Village
Stay at this aparthotel in Venice. Enjoy free WiFi, free parking, and housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
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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.

United
Fri, Jun 13 - Mon, Jun 16
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago
Select United flight, departing Fri, Jun 13 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Mon, Jun 16, priced at $177 found 2 days ago
JetBlue Airways
Mon, Nov 3 - Sun, Nov 9
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$207 Roundtrip, found 4 days ago
$207
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Nov 3 from Logan Intl. to Sarasota-Bradenton Intl., returning Sun, Nov 9, priced at $207 found 4 days ago
United
Wed, Jun 11 - Fri, Jun 13
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$242 Roundtrip, found 2 days ago
$242
Roundtrip
found 2 days ago
Select United flight, departing Wed, Jun 11 from LaGuardia to Sarasota-Bradenton Intl., returning Fri, Jun 13, priced at $242 found 2 days ago
JetBlue Airways
Fri, Jun 13 - Mon, Jun 16
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$322 Roundtrip, found 2 days ago
$322
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, Jun 13 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Mon, Jun 16, priced at $322 found 2 days ago