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Englewood Vacation Packages

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Englewood Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

4 out of 5
Price was $524, price is now $475 per person
$475
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Sarasota (SRQ)
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 attractions Venice Beach and Nokomis Beach are located nearby.
Es muy tranquilo

Reviewed on Jul 25, 2026

Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key

2.5 out of 5
Price was $759, price is now $631 per person
$631
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Sarasota (SRQ)
Stay at this hotel in Nokomis. Enjoy free WiFi, a marina, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.
Property excellently maintained. Beautiful landscaping. Great amenities, they've thought of everything. Rooms, public spaces and grounds were all nice and clean. We absolutely loved it!

Reviewed on Jul 20, 2026

Landing Palmetto Apartments

Landing Palmetto Apartments

4.5 out of 5
Price was $793, price is now $659 per person
$659
per person
Aug 26 - Sep 1
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Book a stay at this luxury aparthotel in Palmetto. Enjoy free WiFi, free parking, and 2 outdoor pickleball courts. Popular attractions Moccasin Wallow Golf Club and Andersen Race Park are located nearby.
The apartment was very nice & clean. Did not have the opportunity to use the amentities

Reviewed on Jul 13, 2026

Palmetto Marriott Resort & Spa

Palmetto Marriott Resort & Spa

4.5 out of 5
Price was $650, price is now $550 per person
$550
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Sarasota (SRQ)
Book a stay at this luxury hotel in Palmetto. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Popular attractions Palmetto Historical Park and Manatee County Agricultural Museum are located nearby.
This was one of the most outstanding places we have stayed at. The staff was incredibly nice and accommodating, offering us free parking since we were on our honeymoon. They had a separate area woth a pool, spa, and games and had transportation there and back. The room service was amazing and the food we ordered was delicious. We would definitely stay again next time we are in the area. Wonderful!

Reviewed on Jul 25, 2026

Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront

3 out of 5
Price was $1,120, price is now $959 per person
$959
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Sarasota (SRQ)
Book a stay at this beach hotel in Nokomis. Enjoy free WiFi, free parking, and a private beach. Popular attractions Venice Beach and Nokomis Beach are located nearby.

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

2.5 out of 5
Price was $513, price is now $486 per person
$486
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
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 our reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.
Me gustó todo en general, volvería ir

Reviewed on Jul 25, 2026

Home2 Suites by Hilton Nokomis Sarasota Casey Key

Home2 Suites by Hilton Nokomis Sarasota Casey Key

3 out of 5
Price was $840, price is now $811 per person
$811
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Nokomis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.
Staff is kind and willing to help with everything.

Reviewed on Jul 23, 2026

Englewood Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

4 out of 5
Price was $524, price is now $475 per person
$475
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Sarasota (SRQ)
Palmetto Marriott Resort & Spa

Palmetto Marriott Resort & Spa

4.5 out of 5
Price was $650, price is now $550 per person
$550
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Sarasota (SRQ)
Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key

2.5 out of 5
Price was $664, price is now $575 per person
$575
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront

3 out of 5
Price was $812, price is now $709 per person
$709
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Sarasota (SRQ)

Englewood Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key

2.5 out of 5
Price was $759, price is now $631 per person
$631
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Sarasota (SRQ)
Landing Palmetto Apartments

Landing Palmetto Apartments

4.5 out of 5
Price was $793, price is now $659 per person
$659
per person
Aug 26 - Sep 1
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront

3 out of 5
Price was $1,120, price is now $959 per person
$959
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Sarasota (SRQ)
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

4 out of 5
Price was $931, price is now $813 per person
$813
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Sarasota (SRQ)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Sat, Sep 26 - Wed, Sep 30
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$219 Roundtrip, found 1 day ago
$219
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 26 from Hartsfield-Jackson Atlanta Intl. to Sarasota-Bradenton Intl., returning Wed, Sep 30, priced at $219 found 1 day ago
United
Tue, Nov 10 - Wed, Nov 18
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$251 Roundtrip, found 5 days ago
$251
Roundtrip
found 5 days ago
Select United flight, departing Tue, Nov 10 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Wed, Nov 18, priced at $251 found 5 days ago
Delta
Tue, Sep 15 - Tue, Sep 22
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$257 Roundtrip, found 4 days ago
$257
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Sep 15 from Logan Intl. to Sarasota-Bradenton Intl., returning Tue, Sep 22, priced at $257 found 4 days ago
United
Sun, Oct 18 - Tue, Oct 27
DTW
Detroit Metropolitan Wayne County
SRQ
Sarasota-Bradenton Intl.
$280 Roundtrip, found 3 days ago
$280
Roundtrip
found 3 days ago
Select United flight, departing Sun, Oct 18 from Detroit Metropolitan Wayne County to Sarasota-Bradenton Intl., returning Tue, Oct 27, priced at $280 found 3 days ago