Deals on vacations and trips to Vineyards

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Vineyards flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Save 100% on your flight
Price was $698, price is now $494 per person
$494
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This hotel features 2 restaurants, 6 outdoor tennis courts, and an outdoor pool. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,606, price is now $957 per person
$957
per person
Dec 9 - Dec 13
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a beach shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy the a rooftop terrace.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,169, price is now $808 per person
$808
per person
Dec 10 - Dec 15
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
This smoke-free resort features a private beach, a full-service spa, and a marina. Family-friendly amenities include a children's pool and kid-friendly dining, along with kayaking. Free self parking is free for guests, and you can enjoy a meal in one of the 3 restaurants.
Landing Furnished Apartments minutes from Downtown Fort Myers

Landing Furnished Apartments minutes from Downtown Fort Myers

3 out of 5
Hancock
Save 100% on your flight
Price was $1,882, price is now $1,309 per person
$1,309
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This apartment features a gym and a seasonal outdoor pool. WiFi in public areas is free. A virtual front desk are provided for your convenience.
Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village

3 out of 5
Save 100% on your flight
Price was $1,034, price is now $735 per person
$735
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
An outdoor pool is featured at this apartment, along with free WiFi in public areas and a virtual front desk.

Top Vineyards hotels deals

Fairways Inn of Naples

Fairways Inn of Naples

3 out of 5
103 Palm River Blvd Naples FL
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $80 total per night
$80 total
Oct 12 - Oct 13
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.
Pool
Breakfast included
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
11800 Coconut Cove Drive Bonita Springs FL
Free Cancellation
Reserve now, pay when you stay
$131 nightly
The price is $146 total per night
$146 total
Oct 19 - Oct 20
Total with taxes and fees
3 outdoor pools, a lazy river, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.
Pool
Hot Tub
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4 out of 5
4805 Tamiami Trl N Naples FL
Free Cancellation
Reserve now, pay when you stay
$129 nightly
The price is $143 total per night
$143 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South Naples FL
Free Cancellation
Reserve now, pay when you stay
$186 nightly
The price is $206 total per night
$206 total
Oct 30 - Oct 31
Total with taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the outdoor pool and free buffet breakfast each morning.
Pool
Hot Tub
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
12155 Tamiami Trail N Naples FL
Free Cancellation
Reserve now, pay when you stay
$148 nightly
The price is $165 total per night
$165 total
Oct 19 - Oct 20
Total with taxes and fees
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a beach shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy the a rooftop terrace.
Pool
Pet friendly
Naples Bay Resort & Marina

Naples Bay Resort & Marina

4 out of 5
1500 Fifth Ave S Naples FL
$183 nightly
The price is $203 total per night
$203 total
Oct 21 - Oct 22
Total with taxes and fees
This smoke-free hotel features a full-service spa, a marina, and 4 restaurants. There's fun for all ages with a lazy river and a children's pool, and babysitting is an added bonus. Enjoy the 5 outdoor pools and free perks like WiFi in public areas and a beach shuttle.
Pool
Hot Tub
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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.

Frequently asked questions

How much are vacation packages to Vineyards?
Travelocity has flight and hotel packages starting at an incredible $494. With such great deals, you'll be saying hello to Vineyards in the blink of an eye.
Where can I get the best vacation package deals for Vineyards?
It's difficult to beat Travelocity when it comes to piecing together your Vineyards package deal. There are at least 400 airlines and 1,000,000 worldwide properties to select from. Book your vacation now and get ready to cross another exciting place off your must-visit list.
Why should I book my Vineyards vacation package via Travelocity?
We take the stress out of travel planning. Whether you're searching for an amazing new place to explore or want to make sure you get the best price on offer, we're here to assist. Our 24/7 customer care, high-quality service and Price Match Guarantee mean you can confidently book with Travelocity.
Will I save money on my Vineyards car rental if I bundle it with my hotel or flight?
You sure can — and booking one of our Vineyards vacation packages is an excellent way to go about this. Bundle any combination of a hotel, flight, car and experience and score serious discounts. The more you bundle, the more you'll save. There are plenty of landmarks in and around Vineyards to put on your must-see list, including Salvador Dali Museum (120 mi from Vineyards). Nothing tops exploring amazing places like this with the freedom of your own rental car.

Photos of local treasures

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A bunch of dark purple grapes on a vine with sunlight filtering through the leaves.