Smallwood Store vacation package deals

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

Embassy Suites by Hilton Fort Myers Estero

Save 100% on your flight

$276

per person

Nov 10 - Nov 13

found 20 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the gym and free cooked-to-order breakfast each morning.

Inn on Fifth

Old Naples

$932

per person

Oct 17 - Oct 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this eco-certified hotel. Enjoy the outdoor pool and perks like a free beach shuttle. Enjoy the a rooftop terrace and unwind at the bar/lounge and poolside bar.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$1,572

per person

Nov 27 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

This luxury resort features a private beach, a full-service spa, and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the outdoor pool and visit the 2 bars/lounges and beach bar for drinks.

THE Palmview AND Sandpiper Inns

Save 100% on your flight

$627

per person

Oct 21 - Oct 27

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area and pet-sitting services. A picnic area and barbecue grills are also provided.

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

South End

Save 100% on your flight

$4,725

per person

Nov 19 - Nov 24

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Fort Myers (RSW)

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.

Bellasera Resort

Old Naples

Save 100% on your flight

$1,386

per person

Oct 17 - Oct 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

This condo resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free valet parking. Enjoy the gym and perks like free self parking and a free beach shuttle.

Top Smallwood Store hotel deals

Captain's Table Hotel

202 Broadway Ave E, Everglades City, FL

Free Cancellation

Reserve now, pay when you stay

$56 nightly

$63 total

Sep 16 - Sep 17

Total with taxes and fees

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. A computer station and luggage storage are also provided.

Everglades Adventures Hotel Suites by Ivey House

107 Camellia St E, Everglades City, FL

Free Cancellation

Reserve now, pay when you stay

$94 nightly

$105 total

Sep 22 - Sep 23

Total with taxes and fees

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Luggage storage is also provided.

@cypresscottage

This vacation home includes a garden and laundry facilities.

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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.