Holiday rentals in Pigeon Key

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Top-rated holiday rentals in Pigeon Key

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Villa

4.95 out of 5 average rating, 123 reviews

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Wake up to breathtaking water views at our 4-bedroom, 3-bathroom villa. Enjoy the 1800 sq ft layout, fully equipped kitchen w/stainless steel appliances, and granite countertops. Sleeps 10 with memory foam beds. Outside, relax by your private heated pool (winter) and tiki-shaded area. Fish from the 32' dock or use the BBQ gas grill. Includes 2 kayaks, 2 paddleboards, and 4 adult bikes for a 5-minute ride to Sombrero Beach. Exterior cameras for security. Vacation License #VACA-22-40. Book now!

Guest favourite

Cottage

4.96 out of 5 average rating, 24 reviews

Catch n' Relax Canalfront Cottage in Marathon

Enjoy our cottage right on a deep canal with 50' dock. Step right into your boat to fish the Atlantic Ocean & Gulf or just relax & enjoy the view! Enjoy an outdoor kitchen space for fish fry & Happy Hour drinks. Tan on our loungers or enjoy dinner under the stars. Kayaks/Bikes for you too. A Perfect location Minutes from Airport, 7Mile Bridge, Sombrero Beach & other Attractions. Close to shops & restaurants. Easily launch your boat from a free public marina nearby. Rental License #VACA-22-85

Guest favourite

Guest suite

4.98 out of 5 average rating, 193 reviews

Casa Mariposa: Easy walk to Sombrero Beach

***SUMMER SALE*** Book your relaxing getaway now at Casa Mariposa in the heart of the Florida Keys! See why we were rated by Forbes the #1 Airbnb for couples south of Orlando for 2024 and a top 10 Airbnb in Florida. Step from your private suite to our 50' chilled lap pool surrounded with swaying palm trees and tropical foliage, large coral stone patio, and extensive tropical gardens. Avoid beach parking fees at beautiful Sombrero Beach with a short stroll from your suite at Casa Mariposa!

Guest favourite

Home

4.91 out of 5 average rating, 11 reviews

1 Free Night-Ask Us How - Tropical Private Home

License# VACA-23-370.Conch cottage located in the Heart of Marathon. Home sits on 8,000+ sf lot w/2 bed (king in main BD & 2 twins in 2nd BD) 1 bath SF home with fully equipped kitchen & full bath w/shower & tub + a lot of natural light and garden view all around. W/D, brand new mini split ACs in living room, & both bedrooms, back deck has a BBQ, Hot Tub & huge yard w/plenty of parking for a boat and trailer. ******1 FREE NIGHT, ASK US HOW******Hot Tub, BBQ. Bring Your Boat, RV Parking

Guest favourite

Apartment

4.92 out of 5 average rating, 213 reviews

Oceanfront Breeze, Stunning Views, Beach/Pool

Newly renovated ocean front condo with gorgeous, unobstructed views from every window. Beautiful studio condo on the 1st floor only steps away from the private beach and heated pool. Condo features a fresh, clean interior with brand furnishings, bathroom and kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

Guest favourite

Guest suite

4.99 out of 5 average rating, 93 reviews

Turtle-By-The-Sea: the Best Deal in KCB!

A perfect get-away for couples or budget travelers, the Turtle-by-the-Sea Guest Suite is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Newly rebuilt & reimagined, owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home.

Superhost

Villa

4.91 out of 5 average rating, 229 reviews

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Guest favourite

Home

4.99 out of 5 average rating, 121 reviews

Sea Ray Cove , 75’ boat dock, 1 block from beach!

2024 - New Weber grill This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

Guest favourite

Apartment

4.9 out of 5 average rating, 112 reviews

Christmas Getaway – Pool, Balcony & Marina Access!

Welcome to THE MAD MAHI – your ultimate waterfront getaway! This stunning 1-bedroom condo (sleeps 4) in Marathon features a full kitchen, private balcony, resort pool, Tiki Bar, restaurant, and full-service Marina with boat ramp, trailer parking, and boat slips available. Enjoy exclusive access to the CABANA CLUB with its private beach, pool, and bar & grill. Perfectly located between Key Largo and Key West, with shops and dining just a walk or bike ride away.

Guest favourite

Houseboat

4.89 out of 5 average rating, 97 reviews

Houseboat Getaway In Marathon

Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

Guest favourite

Home

5 out of 5 average rating, 36 reviews

100' Dockage, Pool, Kayaks, Paddle Board, Bikes!

This newly renovated tastefully decorated 3 bedroom, 3 bath home (pull-out couch) has a peek-a-boo view of the ocean and is seconds to open water in your boat! It has an open floor plan and is ground level with plenty of natural light and a fully fenced yard! Available for guest use are 2 bikes, 3 kayaks, and a paddleboard! It has a large pool with plenty of room for everyone to swim and play.

Guest favourite

Home

4.84 out of 5 average rating, 57 reviews

7 Mile Ocean Bliss

Oceanfront Home; Great Views; Large Boat Dock! Access to Pool; Fully Remodeled! This is a 2 bedroom (queen beds) /2 baths. Queen Sleeper sofa. Private Jacuzzi/Spa. Waterfront and 35' dock with close access to the ocean and gulf. **************** Check in and Check out Only SATURDAYS. ************************