JANUARY 21st - 25th, 2025

PACKAGE PROPERTIES

Hotels

Capitana Resort

Capitana Resort

2401 N Roosevelt Blvd, Key West
2.4 mi to Amphitheater | 2 mi to Duval

Waterfront Resort - Gulf Of Mexico
Complimentary Breakfast Daily
Heated salt water pool & Tiki Bar
Private lounge beach
24 hr fitness center & self-service laundry
FREE Parking for Package Guests (1 space per room)
Info
Casa Marina Resort

Casa Marina Resort

1500 Reynolds Street, Key West
1.5 mi to Amphitheater | 8 blocks to South Duval

Historic Resort with two private beaches
Waterfront Resort - Atlantic Ocean
Newly renovated rooms with boutique furnishings
Full Service Restauraunt & Bar on property
Two Large Resort Pools
Valet Parking Available for an additional charge
Info
Gates Hotel

Gates Hotel

3820 N Roosevelt Blvd, Key West
4.1 mi to Amphitheater | 3 mi to Duval

Hotel in New Town with Gulf Views
Shared Resort Pool
Bar & Food Truck on property
Free Shuttle Service to Old Town
FREE Parking for Package Guests (1 space per room)
Info
Opal Key Resort & Marina

Opal Key Resort & Marina

245 Front Street, Key West
0.9 mi to Amphitheater | Next to Mallory Square

Waterfront Property
Daily Breakfast included for Package Guests!
Located next to Mallory Square!
Large block of Festival Rooms
Very close to Amphitheater
Parking available for additional charge
Info
Margaritaville Beach House

Margaritaville Beach House

2001 S Roosevelt Blvd, Key West
2.9 mi to Amphitheater | 1.9 mi to Duval

Beachfront Hotel on the Atlantic Ocean
Daily Breakfast included for Package Guests!
Lagoon-style outdoor pool
Full service restaurant & poolside bar
Complimentary Airport & Downtown Shuttle
FREE Parking for Package Guests (1 space per room)
Info
The Saint Hotel

The Saint Hotel

417 Eaton Street, Key West
0.7 mi to Amphitheater | Just Off Duval

Boutique Hotel on Duval Street
Packages for 1 available here!
On site bar & restaurant
Rooftop Music Lounge
Heated Pool
Valet Parking Available for an additional charge
Info
Santa Maria Suites

Santa Maria Suites

1401 Simonton St, Key West
1.2 mi to Amphitheater | Just Off South Duval

Two bedroom/Two bath condos
Full Kitchens
All package rooms have a pool view
Near the Southernmost Point
One block from Duval Street
FREE parking on property
Info
Southernmost Beach Resort

Southernmost Beach Resort

1319 Duval St, Key West
1 mi to Amphitheater | On South Duval

Waterfront Resort - Atlantic Ocean
Mile 0 Fest Daily Venue - Southernmost Beach!
Daily Breakfast included for Package Guests!
Beachfront Bar & Restaurant
Free Beach Chairs & Umbrellas
Parking available for additional charge
Info
Hyatt Centric Resort & Spa

Hyatt Centric Resort & Spa

601 Front Street, Key West
1 mi to Amphitheater | 2 blocks to Duval

Waterfront Resort with Private Beach
Located one block from Duval
Heated Outdoor Pool & Hot Tub
Complimentary Welcome Drink
15% off at two on-property restaurants
FREE Parking for one vehicle per room
Info
The Marker Resort

The Marker Resort

200 William Street, Key West
1.1 mi to Amphitheater | 3 blocks to Duval

Waterfront Resort - Gulf Of Mexico
Daily Breakfast included for Package Guests!
Mile 0 Fest Venue for Pool Parties!
Three Pools Onsite
Located at the Historic Seaport
Valet Parking Available for an additional charge
Info
The Reach Resort

The Reach Resort

1435 Simonton St, Key West, FL
1.2 mi to Amphitheater | 2 blocks to South Duval

Waterfront Resort - Atlantic Ocean
Natural Beach on Property
On-site Restaurant and Bar
Only 10 rooms for Mile 0 Fest - book soon!
Near the Southernmost Point
Valet Parking Available for an additional charge
Info
Ocean Key Resort & Spa

Ocean Key Resort & Spa

0 Duval Street, Key West
0.9 mi to Amphitheater | On Duval Street

Waterfront Resort on Duval Street
Mile 0 Fest Daily Venue - Sunset Pier!
Daily Breakfast included for Package Guests!
Drinks included at Sunset Pier Events for Package Guests!
Hot Tin Roof & LIQUID Poolside Bar & Lounge
Valet Parking Available for an additional charge
Info

Guest Houses

Winslow’s Bungalows

Winslow’s Bungalows

725 Truman Ave, Key West, FL
1 mi to Amphitheater | 2.5 blocks to Duval

Boutique hotel created from several historic homes
Daily hot breakfast included
Lush, tropical garden paths to explore
THREE Heated Outdoor Pools with bar
Complimentary welcome drink & poolside refreshers
FREE Parking for Package Guests (1 space per room)
Info
La Mer/Dewey House

La Mer/Dewey House

506 South Street, Key West
1.1 mi to Amphitheater | Just Off Duval

Upscale Waterfront Bed & Breakfast
Mile 0 Fest Daily Venue - Southernmost Beach!
Daily hot breakfast included
Daily Happy Hour Included
Hotel Buyout - Mile 0 Fest EXCLUSIVE property!
Recently renovated rooms
Info
Coco Plum Inn

Coco Plum Inn

611 Whitehead St, Key West, FL
0.5 mi to Amphitheater | Just Off Duval

Quaint Old Town Bed & Breakfast with 14 rooms
Hotel Buyout - Mile 0 Fest EXCLUSIVE property!
Complimentary Breakfast Daily
Heated Outdoor Pool
Recently renovated rooms
Nearby parking available - $20/nt
Info
Old Town Manor

Old Town Manor

511 Eaton St, Key West
0.8 mi to Amphitheater | Just Off Duval

Top Rated B&B with just 14 rooms
Hotel Buyout - Mile 0 Fest EXCLUSIVE property!
Complimentary Breakfast Daily
Great Walkability - start out right in the middle of the action!
Boutique rooms with custom furnishings
Nearby parking available - $15/nt
Info
Rose Lane Villas

Rose Lane Villas

522 Rose Lane, Key West, FL
0.8 mi to Amphitheater | Just Off Duval

Full kitchens and living space
Breakfast at Old Town Manor for add'l fee
1BR $20/day | 2BR $30/day | 3BR $40/day
Shared pool - only 6 units!
Hotel Buyout - Mile 0 Fest EXCLUSIVE properrty!
$25/night parking - first come/first served
Info
Weatherstation Inn

Weatherstation Inn

57 Front St, Key West, FL
0.4 mi to Amphitheater | 2 blocks to Duval

Quaint Old Town Bed & Breakfast
Located in Truman Annex - near the Amphitheater
Boutique rooms with custom furnishings
Heated Outdoor Pool
Complimentary Breakfast Daily
FREE Parking for Package Guests (1 space per room)
Info

Vacation Rentals

Vacation Rentals require a 6-night stay minimum from Monday to Sunday. For groups of seven or more in one vacation rental, please submit a group inquiry or call the box office.

Group Inquiry

One Bedroom Vacation Homes & Condos

01/08
Royal Poinciana Cottage

One Bedroom Vacation Homes & Condos $550.00/night Sleeps 2

Royal Poinciana Cottage

  • 1BR\1BA Cottage in Old Town
  • 2 Queen Beds
  • Back Deck with Outdoor Dining Area

Colony Poolside

One Bedroom Vacation Homes & Condos $583.33/night Sleeps 4

Colony Poolside

  • 1BR\1BA 2nd Floor Condo in Old Town
  • King Bed + Sofa Sleeper
  • Shared Pool Access

La Casa de Luna

One Bedroom Vacation Homes & Condos $583.33/night Sleeps 4

La Casa de Luna

  • 1BR\1BA Condo near the Southernmost Point
  • King Bed + Sofa Sleeper
  • Shared Pool Access

Porchside Paradise

One Bedroom Vacation Homes & Condos $550.00/night Sleeps 4

Porchside Paradise

  • 1BR/1BA Apartment in Old Town
  • King Bed
  • Shared Pool Access

Deckside Suite

One Bedroom Vacation Homes & Condos $550.00/night Sleeps 2

Deckside Suite

  • 1BR/1BA Apartment in Old Town
  • King Bed
  • Shared Pool Access

Orchid Suite

One Bedroom Vacation Homes & Condos $550.00/night Sleeps 2

Orchid Suite

  • 1BR\1BA Condo near the Southernmost Point
  • 2 Queens + Sofa Sleeper
  • Free Parking for One Vehicle

Margarita Cottage

One Bedroom Vacation Homes & Condos $550.00/night Sleeps 2

Margarita Cottage

  • Studio Condo in Old Town
  • 1 Queens
  • Quaint front porch

La Casa Cubana

One Bedroom Vacation Homes & Condos $583.33/night Sleeps 4

La Casa Cubana

  • 1BR\1.5BA Condo near the Southernmost Point
  • 2 Queens + Sofa Sleeper
  • Shared Pool Access

Two Bedroom Vacation Homes & Condos

01/19
Darling of Duval

Two Bedroom Vacation Homes & Condos $1,500.00/night Sleeps 4

Darling of Duval

  • 2BR/2BA Cottage near Duval Street
  • Two King Suites with walk-in showers
  • Private Patio with Jacuzzi Hot Tub

Rum Cay

Two Bedroom Vacation Homes & Condos $550.00/night Sleeps 6

Rum Cay

  • 2BR\2BA Condo in New Town
  • King + Queen + Sofa Sleeper
  • Shared Pool Access

La Petite Penthouse

Two Bedroom Vacation Homes & Condos $916.67/night Sleeps 4

La Petite Penthouse

  • 2BR/1BA Condo in Truman Annex
  • Queen + King or Two Twins
  • Community Pool access with Restrooms

Suzy's Parrot Perch

Two Bedroom Vacation Homes & Condos $916.67/night Sleeps 4

Suzy's Parrot Perch

  • 2BR/1BA Apartment near the Southernmost Point
  • King + Full
  • Second Floor Porch overlooking Whitehead Street

Utopia

Two Bedroom Vacation Homes & Condos $750.00/night Sleeps 4

Utopia

  • 1BR\1BA 2nd floor Condo in Old Town
  • 2 Queens
  • Shared Pool Access

The Mellow Macaw

Two Bedroom Vacation Homes & Condos $916.67/night Sleeps 4

The Mellow Macaw

  • 2BR/1BA Condo near the Southernmost Point
  • King + Queen
  • Private Porch with Outdoor Dining area & Grill

Tropical Hideaway

Two Bedroom Vacation Homes & Condos $750.00/night Sleeps 4

Tropical Hideaway

  • 2BR\1BA Duplex near Southernmost Point
  • 2 Queens
  • Shared Pool Access

Fleming-O

Two Bedroom Vacation Homes & Condos $833.33/night Sleeps 4

Fleming-O

  • 2BR\1BA Private Home in Old Town
  • Queen + King or 2 Twins + Sofa Sleeper
  • Fenced Back Deck with Outdoor Dining Area

The Cozy Starfish

Two Bedroom Vacation Homes & Condos $916.67/night Sleeps 4

The Cozy Starfish

  • 2BR/1BA Townhome in Truman Annex
  • King + King or Two Twins
  • Community Pool access with Restrooms

Saltwater Harmony

Two Bedroom Vacation Homes & Condos $916.67/night Sleeps 4

Saltwater Harmony

  • 2BR/1BA Condo in Truman Annex
  • King + King or Two Twins
  • Community Pool access with Restrooms

Soul of Duval

Two Bedroom Vacation Homes & Condos $916.67/night Sleeps 4

Soul of Duval

  • 2BR/1BA Condo on Duval Street
  • Two Queen Bedrooms
  • Private balcony overlooking Duval Street

Windward Breeze

Two Bedroom Vacation Homes & Condos $916.66/night Sleeps 6

Windward Breeze

Casita Angelita

Two Bedroom Vacation Homes & Condos $1,083.33/night Sleeps 6

Casita Angelita

  • 2BR/2BA Condo near the Amphitheater!
  • King + King or Two Twins
  • Off-Street Parking in Driveway

Catherine House

Two Bedroom Vacation Homes & Condos $1,083.33/night Sleeps 4

Catherine House

  • 2BR\2BA Private Home near Southernmost Point
  • 2 Kings
  • Private Conversation Pool

Cuban Paradise

Two Bedroom Vacation Homes & Condos $916.67/night Sleeps 6

Cuban Paradise

  • 2BR\2BA Condo on Duval Street
  • King + Queen + Sofa Sleeper
  • Shared Balcony overlooking Duval

Villa Cubana

Two Bedroom Vacation Homes & Condos $1,083.33/night Sleeps 6

Villa Cubana

  • 2BR/2BA Townhome with Pool & Parking
  • King + King or Two Twins
  • Access to Community Pool and Parking Lot

The Pirate's Penthouse

Two Bedroom Vacation Homes & Condos $1,166.67/night Sleeps 6

The Pirate's Penthouse

  • 2BR/2BA Condo near the Amphitheater!
  • King + Queen + Queen sleeper sofa
  • Wraparound Porch overlooking Patronia Street

Duke of Catherine

Two Bedroom Vacation Homes & Condos $1,333.33/night Sleeps 6

Duke of Catherine

  • 2BR/2BA Cottage near Duval Street
  • Two King Suites with walk-in showers
  • Private Patio with Jacuzzi Hot Tub

Puerta Coralina

Two Bedroom Vacation Homes & Condos $1,500.00/night Sleeps 6

Puerta Coralina

  • 2BR/3BA Cottage on a quiet street in Old Town
  • King + King or Two Twins
  • Private Pool with Waterfall and Outdoor Shower

Three Bedroom Vacation Homes & Condos

01/13
Absolutely Paradise

Three Bedroom Vacation Homes & Condos $1,583.33/night Sleeps 6

Absolutely Paradise

  • 3BR\2.5BA Private Home in Old Town
  • King + Queen + King or Two Twins + Sleeper Sofa
  • Private Pool with Waterfall & Outdoor Dining Area

Villa Angelita

Three Bedroom Vacation Homes & Condos $1,500.00/night Sleeps 6

Villa Angelita

  • 3BR/2BA Condo near the Amphitheater!
  • King + Two Queens
  • Wraparound 2nd floor balcony

Casa de Cuba

Three Bedroom Vacation Homes & Condos $1,583.33/night Sleeps 6

Casa de Cuba

  • 3BR\2BA Private Home in Old Town
  • King + Queen + King or Two Twins
  • Private Pool

Villa Paradiso

Three Bedroom Vacation Homes & Condos $1,666.67/night Sleeps 6

Villa Paradiso

  • 3BR\3BA Private Home near Southernmost Point
  • 2 Kings + King or Two Twins
  • Private Pool & Outdoor Dining Area

Royal Escape

Three Bedroom Vacation Homes & Condos $1,666.67/night Sleeps 6

Royal Escape

  • 3BR\3BA Private Home in Old Town
  • 2 Kings + Queen + Sleeper Sofa
  • Private Heated Pool

Casa Amarilla

Three Bedroom Vacation Homes & Condos $1,833.33/night Sleeps 6

Casa Amarilla

  • 3BR/2BA Private Home near Southern Duval
  • King + Queen + King or Two Twins
  • Private Heated Pool with Deck & BBQ Grill

The Contented Crane

Three Bedroom Vacation Homes & Condos $1,833.33/night Sleeps 6

The Contented Crane

  • 3BR/3.5BA Townhome in Old Town
  • Two Kings + Queen + Queen sleeper sofa
  • Private Saltwater Pool and Off-Street Parking

Duval Square Courtyard Condo 31

Three Bedroom Vacation Homes & Condos $1,250.00/night Sleeps 8

Duval Square Courtyard Condo 31

  • 3BR\2BA Condo on Duval Street
  • King + Queen + King or Two Twins
  • Shared Pool Access

The Zesty Lime

Three Bedroom Vacation Homes & Condos $1,833.33/night Sleeps 8

The Zesty Lime

  • 3BR/3.5BA Private Home in Old Town
  • Two Kings + King or Two Twins
  • Private Pool with waterfall and Patio Deck

The Smiling Ibis

Three Bedroom Vacation Homes & Condos $1,833.33/night Sleeps 6

The Smiling Ibis

  • 3BR/3.5BA Townhome in Old Town
  • Two Kings + Queen + Queen sleeper sofa
  • Private Saltwater Pool and Off-Street Parking

Toon Hall

Three Bedroom Vacation Homes & Condos $1,250.00/night Sleeps 10

Toon Hall

  • 3BR\2BA Private Home near Southernmost Point
  • 2 Kings + Queen + 2 Sofa Sleeper
  • Shared Pool Access

Bahamian Bamboo

Three Bedroom Vacation Homes & Condos $2,166.67/night Sleeps 6

Bahamian Bamboo

  • 3BR/3BA Private Home in Truman Annex
  • King + Queen + King or Two Twins
  • Private Pool with Patio & BBQ Grill

Maya's Secret Treasure

Three Bedroom Vacation Homes & Condos $2,750.00/night Sleeps 8

Maya's Secret Treasure

  • 3BR/3BA Condo on Duval Street
  • Two Kings + King or Two Twins
  • Rooftop Balcony overlooking Duval Street

Four+ Bedroom Vacation Homes & Condos

01/05
Casa Victoria

Four+ Bedroom Vacation Homes & Condos $2,500.00/night Sleeps 10

Casa Victoria

  • 5BR/5.5 BA Private Home in Old Town
  • Two Kings + Two Queens + Guest Cottage King
  • Private pool with Waterfall and Off-Street Parking

The Duke & the Queen

Four+ Bedroom Vacation Homes & Condos $3,500.00/night Sleeps 12

The Duke & the Queen

  • 6BR/7BA in Two Private Homes in Old Town
  • Six Kings + Two Queen sleeper sofas
  • Private Saltwater Pool, Hot Tub & Parking for Two

The Ibis and the Crane

Four+ Bedroom Vacation Homes & Condos $3,500.00/night Sleeps 10

The Ibis and the Crane

  • 6BR/7BA in Two Private Homes in Old Town
  • Six Kings + Two Queen sleeper sofas
  • Private Saltwater Pool, Hot Tub & Parking for Two

Queen of Louisa

Four+ Bedroom Vacation Homes & Condos $2,333.33/night Sleeps 8

Queen of Louisa

  • 4BR/4BA Private Home near the Southernmost Point
  • Four Kings + Queen sleeper sofa
  • Private Saltwater Pool with Patio Deck

Sweet Home Angelita

Four+ Bedroom Vacation Homes & Condos $2,500.00/night Sleeps 12

Sweet Home Angelita

  • 5B/4BA in Two Apartments just off Duval Street!
  • Three Kings + Two Queens
  • Private Patio Garden and Off-Street Parking