Englewood Isles Vacations from $493
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The Latest Englewood Isles 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 $858, price is now $493 per person
$493
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Punta Gorda Airport (PGD)
9.2/10 Wonderful! (1,562 reviews)
Resort is amazing- we could only stay for one night due to prior arrangements. We plan on coming back with the grandkids. The pool is amazing
Reviewed on Oct 28, 2025
The Suites at Fishermen’s Village- 2 Bedroom Suites
Punta Gorda Isles
Save 100% on your flight
Price was $1,177, price is now $708 per person
$708
per person
Dec 6 - Dec 12
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Punta Gorda Airport (PGD)
9.8/10 Exceptional! (1,001 reviews)
Friendly staff and excellent accommodations.
Reviewed on Oct 29, 2025
DoubleTree by Hilton Tampa Rocky Point Waterfront
Rocky Point
Price was $974, price is now $613 per person
$613
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
8.2/10 Very Good! (1,019 reviews)
Everyone was really nice and helpful. Rooms were great.
Reviewed on Oct 27, 2025
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Save 100% on your flight
Price was $1,240, price is now $793 per person
$793
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (292 reviews)
Really loved our stay! We had a 3 bedroom apartment with plenty of space and modern amenities. 3 gorgeous walk in showers, enormous bathtub. The complimentary breakfast was very useful with small children. Pool and beach access were great. Complimentary paddle boards and kayaks made it really fun. Location is nice as there is a Breeze shuttle stop at the end of the road but the property itself is in a very quiet location. The sunset was fabulous. We will be back!
Reviewed on Oct 25, 2025
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,007, price is now $645 per person
$645
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.2/10 Wonderful! (474 reviews)
Perfect location. Nice clean comfortable room. I will come back
Reviewed on Oct 28, 2025
Where to stay in Englewood Isles
Find the best Englewood Isles areas and neighborhoods for the activities you enjoy most. Learn more about Englewood Isles
Olde Englewood Village
3 out of top 10 points of interest in this area
While visiting Olde Englewood Village, you might make a stop by sights like Lemon Bay and Englewood Recreation Center.
Englewood Isles Hotel Deals
Casey Key Resorts - Mainland
1650 South Tamiami Trail, Osprey, FL
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $145 total per night from Nov 19 to Nov 20
$145 total
Nov 19 - Nov 20
Total with taxes and fees
8.6/10 Excellent! (1,065 reviews)
Staff were very friendly & accommodating, rooms are clean.
Reviewed on Oct 27, 2025
Days Inn by Wyndham Port Charlotte/Punta Gorda
1941 Tamiami Trl, Port Charlotte, FL
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $81 total per night from Nov 9 to Nov 10
$81 total
Nov 9 - Nov 10
Total with taxes and fees
7.6/10 Good! (1,013 reviews)
The pancake maker.. bananas and yogurt 😋
Reviewed on Oct 25, 2025
Inn at the Beach
725 West Venice Avenue, Venice, FL
$166 nightly
The price is $188 total per night from Oct 30 to Oct 31
$188 total
Oct 30 - Oct 31
Total with taxes and fees
9.6/10 Exceptional! (1,031 reviews)
Very friendly
Reviewed on Oct 27, 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 Englewood Isles
Englewood Beach
4.5/5(284 reviews)
Don your swimsuit, apply your sunscreen and discover why people call this charming beach on Manasota Key the Gem of the Suncoast.
Manasota Beach
4.5/5(200 reviews)
Why not spend a carefree afternoon at Manasota Beach during your travels in Manasota Beach? Discover the sunsets while you're in the area.
Stump Pass Beach State Park
4.5/5(11 reviews)
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.