Stay 30 - Vacation Rentals in Upper Arsnicker Keys

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From US $1,313

         

10.0 (120 Reviews)

House

5 bedroom - Deep Dockage & Heated Pool in Islamorada.

• Air Conditioner
• Parking
• Pool

• Florida
• Islamorada

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From US $476

         

|

9.7 (12 Reviews)

House

Beach House Getaway

• Air Conditioner
• Parking
• View

• Florida
• Marathon

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From US $446

         

|

8.8 (62 Reviews)

Condo

Topsider Resort

• Air Conditioner
• Parking
• Pool

• Florida
• Islamorada

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From US $411

         

9.8 (172 Reviews)

Villa

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL

• Air Conditioner
• Parking
• Pool

• Florida
• Marathon

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From US $512

         

|

9.6 (5 Reviews)

House

Harbor Hideaway Villa 7066

• Air Conditioner
• Pet Friendly
• Wheelchair Accessible

• Florida
• Marathon

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From US $639

         

|

10.0 (158 Reviews)

Hotel

The Caribbean Resort

• Air Conditioner
• Pool
• Wheelchair Accessible

• Florida
• Islamorada

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From US $403

         

9.8 (161 Reviews)

Villa

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage

• Air Conditioner
• Parking
• Pool

• Florida
• Marathon

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From US $308

         

|

9.5 (4 Reviews)

House

Key Lime Cottage in the heart of Islamorada

• Air Conditioner
• Parking
• Pool

• Florida
• Islamorada

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From US $161

         

|

9.4 (1008 Reviews)

Hotel

Sunset Inn

• Air Conditioner
• Parking
• Pool

• Florida
• Islamorada

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From US $513

         

10.0 (31 Reviews)

House

NEW POOL * Waterfront Paradise with Amazing Sunsets on Beach*

• Air Conditioner
• Parking
• Pool

• Florida
• Islamorada

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From US $517

         

9.8 (19 Reviews)

House

3200 square ft. Masterpiece Home, Fishing Paradise Waterfront, Beach Islamorada

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Islamorada

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From US $1,872

         

10.0 (106 Reviews)

House

Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views

• Air Conditioner
• Parking
• Pool

• Florida
• Islamorada

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From US $114

         

7.4 (8 Reviews)

House

Outdoor Resorts, Long Key, FL

• Air Conditioner
• Parking
• Pool

• Long Key
• Layton

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From US $592

         

10.0 (1 Review)

House

ISLAMORADA BEACH HOUSE

• Air Conditioner
• Parking
• TV

• Florida
• Islamorada

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From US $366

         

10.0 (219 Reviews)

Condo

Renovated 2BR Villa with Spa, Water Views & Private Patio with Private Dip Pool!

• Air Conditioner
• Parking
• Pool

• Florida
• Marathon

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From US $507

         

10.0 (205 Reviews)

Condo

Luxury 3BR/3BA Cottage with the Best Sunset Views in the Florida Keys!

• Air Conditioner
• Parking
• Pool

• Florida
• Duck Key

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From US $525

         

10.0 (204 Reviews)

Villa

DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included

• Air Conditioner
• Parking
• Pool

• Florida
• Marathon

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From US $496

         

10.0 (183 Reviews)

House

Best Deals in Duck Key . 2 Bedroom/2 Bath w/40' 'Dock, Trailer Storage Incl,

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Marathon

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From US $411

         

10.0 (171 Reviews)

Villa

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath w/40' Dock, Trailer Storage Incl.

• Air Conditioner
• Parking
• TV

• Florida
• Marathon

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From US $1,131

         

10.0 (159 Reviews)

House

Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

• Air Conditioner
• Parking
• Pool

• Florida
• Marathon

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From US $445

         

10.0 (156 Reviews)

Condo

AQUAMARINE OCEANVIEW+”SPECIAL RATES”+nDOCK+POOL+GYM+SPA+”153”5 STAR REVIEWS!

• Air Conditioner
• Parking
• Pool

• Florida
• Islamorada

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From US $534

         

10.0 (153 Reviews)

House

DUPLEX IN DUCK KEY Grand 3/2 W/90' Private Dock, Trailer Storage included

• Air Conditioner
• Parking
• Pool

• Florida
• Marathon

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From US $701

         

10.0 (91 Reviews)

House

TikiBar with TV &Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FP

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Islamorada

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From US $1,263

         

10.0 (87 Reviews)

House

Only 3 weeks left in 2025 for a pre-Christmas getaway! Oceanfront/Pool/dock

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Islamorada

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★ Pro Tip: Stay30 makes it easy to compare the best listings on Stay30 homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stay30 homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Upper Arsnicker Keys.