Exclusive Little Diamond Island Vacation Deals

Little Diamond Island vacation package deals

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $607, price is now $468 per person
$468
per person
Jan 13 - Jan 16
just found
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Portland (PWM)
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
The Docent's Collection - New Opening

The Docent's Collection - New Opening

2 out of 5
Downtown Portland
Price was $740, price is now $570 per person
$570
per person
Jan 13 - Jan 16
just found
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Portland (PWM)
This hotel features free WiFi in public areas, concierge services, and self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Luggage storage is also provided.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $1,399, price is now $1,134 per person
$1,134
per person
Dec 11 - Dec 14
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.
The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Price was $650, price is now $537 per person
$537
per person
Jan 13 - Jan 16
just found
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Portland (PWM)
This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is provided and the front desk is staffed around-the-clock.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $1,296, price is now $1,085 per person
$1,085
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, and free supervised childcare. Enjoy the outdoor pool and perks like free valet parking.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $799, price is now $673 per person
$673
per person
Jan 13 - Jan 16
just found
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Portland (PWM)
This bed & breakfast doesn't skimp on freebies - guests receive free breakfast and free WiFi. Luggage storage and concierge services are also provided.

Frequently asked questions

How much are vacation packages to Little Diamond Island?
Let Travelocity take all the hard work out of arranging your trip to Little Diamond Island. Take a look at our fabulous $468 package deal and save both time and money. With your flights and hotel locked in, you can channel your energy into planning the fun parts of your adventure — like crossing off those well-known attractions!
Where can I get the best vacation package deals for Little Diamond Island?
With around 400 airlines and 1,000,000 properties around the world, you can't go wrong with Travelocity. Look through our comprehensive range and pick up the best Little Diamond Island package deal. Isn't it amazing when vacation planning is that easy?
Why should I purchase my Little Diamond Island vacation package via Travelocity?
By booking your hotel, flights, car rental and activities all in the one place, you'll save big bucks as well as precious time. All our bookings come with an expert team of customer service specialists available 24/7, and you'll know that you'll always be getting the lowest price possible with our Price Match Guarantee. So, what are you waiting for? Book the getaway of your dreams today and get packing!

Top Little Diamond Island hotel deals

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
$165 nightly
The price is $183 total per night
$183 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
Pet friendly
Free WiFi
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street, Portland, ME
$145 nightly
The price is $161 total per night
$161 total
Nov 9 - Nov 10
Total with taxes and fees
A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a roundtrip airport shuttle. There's a gym on site, and laundry facilities and concierge services are also offered.
Hot Tub
Spa
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 out of 5
209 Fore St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $117 total per night
$117 total
Nov 19 - Nov 20
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the free buffet breakfast each morning.
Pool
Breakfast included
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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.