Olde Englewood Village Vacations from $297
Book a Hotel + Flight or Car together to unlock savings
The Latest Olde Englewood Village Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $478, price is now $297 per person
$297
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Punta Gorda Airport (PGD)
9.2/10 Wonderful! (1,481 reviews)
The resort fee charge does not make sense. The place is really nice. They can look into making it all inclusive and add daily activities for the residents. That will help attract a lot more people. Overall a beautiful place.
Reviewed on Oct 6, 2025
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Save 100% on your flight
Price was $1,236, price is now $705 per person
$705
per person
Dec 11 - Dec 14
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
9.6/10 Exceptional! (290 reviews)
We celebrated my daughter’s 30th birthday and it was perfect. I can’t wait to stay again. The beach was truly amazing. This place has everything you need.
Reviewed on Sep 15, 2025
Captiva Beach Resort
South Village
Save 100% on your flight
Price was $1,277, price is now $745 per person
$745
per person
Dec 24 - Dec 29
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9/10 Wonderful! (1,132 reviews)
I would give it 4.5⭐️ Everyone who works there was wonderful.y only issue was the room smelled like smoke.
Reviewed on Sep 25, 2025
Tropic Isle at Anna Maria Island Inn
Save 100% on your flight
Price was $1,193, price is now $755 per person
$755
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
8.8/10 Excellent! (592 reviews)
I reported the AC wasn't working 3 times and nobody fix the problem for my request
Reviewed on Sep 29, 2025
Fairfield Inn & Suites by Marriott Sarasota Lakewood Ranch
Save 100% on your flight
Price was $686, price is now $437 per person
$437
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
8.6/10 Excellent! (646 reviews)
The Staff was very nice and very breakfast was very good.
Reviewed on Aug 23, 2025
Where to stay in Olde Englewood Village
Find the best Olde Englewood Village areas and neighborhoods for the activities you enjoy most. Learn more about Olde Englewood Village
Englewood South
2 out of top 10 points of interest in this area
4/5(34 area reviews)
While visiting Englewood South, you might make a stop by sights like Englewood South Inlet and Oyster Creek Golf Club.
Olde Englewood Village Hotel Deals
Paradise Cove at Lemon Bay
664 S McCall Rd, Englewood, FL
8/10 Very Good! (78 reviews)
"I loved the property and the host was also very professional."
Reviewed on Aug 1, 2025
Englewood beach and Dearborn Street!
Englewood
$332 nightly
The price is $370 total per night from Oct 9 to Oct 10
$370 total
Oct 9 - Oct 10
Total with taxes and fees
9.2/10 Wonderful! (9 reviews)
Place is nice and quiet very nice surroundings
"Place could get a little more clean on the outside but overall it was nice and we loved the set up of the house and how prompt the communication was with the host we will be back ."
Reviewed on May 29, 2025
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
5500 Sunseeker Way, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $196 total per night from Oct 15 to Oct 16
$196 total
Oct 15 - Oct 16
Total with taxes and fees
9.2/10 Wonderful! (1,543 reviews)
"Wonderful resort"
Reviewed on Oct 7, 2025
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.
Discover the most popular places to visit in Olde Englewood Village
Lemon Bay Park
Lemon Bay Park is just one of the places to see in Englewood, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the beautiful beaches.
Englewood Beach
Don your swimsuit, apply your sunscreen and discover why people call this charming beach on Manasota Key the Gem of the Suncoast.
Stump Pass Beach State Park
You can take time to visit Stump Pass Beach State Park during your travels to Englewood. Wander the beaches and parks while you're in the area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.