
Apartment holiday rentals in Monroe County
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Top-rated apartment rentals in Monroe County
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King Bed | Key West *Best Downtown Locations *Cool
AUGUST, SEPTEMBER, OCTOBER â We have significantly lowered our prices for the off-season. Please use part of the discount to purchase travel insurance at the time of booking. AirBnB Cancellations and Major Disruptive Events Policy excludes weather or natural conditions that are common enough to be foreseeable in a given location. Hurricanes are considered common and foreseeable in Florida between June and November, with peak activity typically occurring in August, September, and October.

KW Luxury 2/2 Beachfront resort Tropical Oasis
1357 s f Luxury beachfront resort condo w/ all the amenities - beachfront heated Olympic pool, 3 lighted tennis courts, 20 man hot tub, tropical gardens, beach, saunas, Gym, BBQ Grills everything to make your vacation spectacular! You must be at least 25 years old to rent this property. This is a no animal rental due to extreme allergies of the owner. Thank you for understanding. Spalling work hs begun on the balconies of the other building this may impact your enjoyment of the pool

Waterfront Studio 2| Couples Oasis | Kayaks | Pool
Enjoy gorgeous sunsets and excellent views of Manatee Bay from this beautifully upgraded studio apartment. The perfect spot for couples and small families, this modern studio comes with kayaks and paddle boards so you can get out on the water like a local. The ideal location offers easy access to the Bay, great restaurants, and local beaches. 10 Min Drive to the Gilbertâs Resort 15 Min Drive to John Pennekamp Coral Reef State Park Experience Key Largo With Us & Learn More Below!

Studio Blu -Hip Studio/Old Town
*Recent Update (2025): Weâve made a wonderful upgrade to the studio bathroom â itâs now fully enclosed with walls extending to the ceiling and a new exhaust fan for ventilation. Situated in the heart of the Cuban district, just steps from arguably the best cafĂŠ con leche in Key West, this bright and breezy studio apartment is minutes from everything on the island. No car needed â bikes and beach chairs are provided free of charge so you can explore at your own pace.

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval
1B/1B condo located in Old Town less than 1/2 block from Duval St. & a couple blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita accommodates 2 adults only and features a large porch with chairs & table, living room with leather sofa, galley kitchen with bar seating, king-size bed with Tempurpedic mattress, desk area, bathroom with large walk-in shower, wi-fi, sound machine, 2 Smart TVs & DVD players.

Castaway Cove: Pet-friendly 2/2 condo near beach!
Welcome to the tranquil, tucked away community of Sunrise Suites in beautiful Key West, Florida. When you choose to spend your vacation with us at the pet-friendly Castaway Cove Condo, you will be just 1 mile from Smather's Beach and a quick 10 minute drive to the fun and excitement of downtown Duval Street with tons of restaurants, bars, art galleries, museums, live music and people watching.

Early Bird Deal:Miami Studio w/Marriot Club Access
Welcome to your NEW studio at The Elser â a modern, resort-style tower in the heart of Downtown Miami. Stay steps from Kaseya Center, Bayside, Bayfront Park, and the waterfront. Enjoy the energy of the city outside and a calm, private space inside. ⨠11+ years hosting ¡ 10K+ 5-star reviews ¡ 50K+ guests â we focus on clean spaces, smooth check-ins, and stays that simply work.

The Bartlum - Steps to Duval Street
Welcome to the Bartlum, a historic and luxurious studio apartment just steps to Duval Street. This studio, located on Caroline St, has been designed with comfort in mind, offering large windows for natural sunlight and plenty of space to spread out. Enjoy an updated kitchen, spacious bathroom, open concept layout, and all the hot spots of Key west within walking distance!

Waterfront Condo FREE Slip & Pool 2B2B in Key West
đ´ Key West Waterfront Paradise â FREE Dockage Included! Wake up to breathtaking marina views, unwind in the heated pool, and walk or bike to Duval Street in minutes. Enjoy a spacious condo with a private balcony, exclusive boat slip, and all the comforts you need for an unforgettable stay in the heart of Key West.

Key West Beachside 1400sf, 2 Bedroom Condo
Welcome to our Key West Condo. This spacious well appointed 2 bedroom, 2 bath condo sleeps 6 and is next to the best beach on Key West. This condo is the perfect alternative to staying in a hotel. It gives you a true island experience. Great for Couples and Families

High-End Miami Stay | 3 BR Suite in Downtown Miami
⨠Official Elser Listing â Beach Club, Views Welcome to The Official Airbnb Listing of The Elser Hotel Miami, where booking directly through the hotel ensures you receive unparalleled service, exclusive perks, and a truly luxurious Miami experience.

2-story:Luxury PH located in Coconut Grove Hotel!
One of the best-kept secrets in Coconut Grove is finally out! The largest Penthouse available for short-term rent on the exclusive Owners-only floor of the former Sonesta Hotel, now Hotel Arya in Coconut Grove can now be yours.
Popular amenities for Monroe County apartment rentals
Weekly apartment rentals

Marina View Villa | Breakfast + Pool & Tiki Bar

Casa Caribe 2bed2bath sleeps 6 beautiful decorated

Downtown Miami 2BR | Bay Views + Walk to Bayside

Villa 4204 on Duck Key - Boat Slip available

Panoramic Ocean Views, Ocean Pointe Condo

Downtown Miami | Excellent view + Ideal location

Oceanview condo w/pool, jacuzzi

Brand-New Luxury Condo in the Miami Worldcenter
Private apartment rentals

Spacious Loft Edgewater/FreeParking/Pool

Best Bay view in Brickell 2bdr/2bth

Beautiful Penthouse studio downtown Miami

Dive Into Comfort â 2BR Key Largo Retreat

Modern 1BD Penthouse with Stunning Bay View

Waterview. Downtown. Infinity Pool.

Elevated Elite | Downtown Oasis | Steps to Bayside

Penthouse High Rise By Bayside
Apartment rentals with a hot tub

Coconut Grove Stunning City View Suite Free Park

Ocean View 2br/2ba w/pool, bar, gym + dockage 28ft

Condo in Brickell Business District

Honeymoon Hideaway, King bed, Private Deck & Spa!

*Studio renovado no Hotel AKA | Infra incrĂvel*

Very Private 1/1 Apt w/Oasis Pool Patio Setting

Free Spa/Pool at the W - With Ocean & Pool View

BRICKELL ARCH LUXURY CONDO 33rd FLOOR+FREE PARKING
Destinations to explore
- Rentals with breakfast Monroe County
- Rentals with a patio Monroe County
- Rentals with pools Monroe County
- Tiny house rentals Monroe County
- Bed and breakfasts Monroe County
- Villa rentals Monroe County
- Cottage rentals Monroe County
- Townhouse rentals Monroe County
- Beachfront rentals Monroe County
- Rentals with a sauna Monroe County
- RV rentals Monroe County
- Holiday home rentals Monroe County
- Condo rentals Monroe County
- Rentals with a fire pit Monroe County
- Rentals with lake access Monroe County
- Rentals with a home theatre Monroe County
- Resort rentals Monroe County
- Serviced apartment rentals Monroe County
- Rentals with an EV charger Monroe County
- Rentals with a kayak Monroe County
- Farmstay rentals Monroe County
- Waterfront rentals Monroe County
- Rentals with outdoor seating Monroe County
- Campsite rentals Monroe County
- Rentals with an accessible height bed Monroe County
- Luxury rentals Monroe County
- Boat rentals Monroe County
- Guesthouse rentals Monroe County
- Ski-in/ski-out rentals Monroe County
- House rentals Monroe County
- Fitness-friendly rentals Monroe County
- Family-friendly rentals Monroe County
- Rentals with beach access Monroe County
- Rentals with an accessible height toilet Monroe County
- Bungalow rentals Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Boutique hotels Monroe County
- Aparthotel rentals Monroe County
- Loft rentals Monroe County
- Rentals with a fireplace Monroe County
- Hotel rooms Monroe County
- Rentals with a washing machine and dryer Monroe County
- Houseboat rentals Monroe County
- Smoking-friendly rentals Monroe County
- Apartment rentals Florida
- Apartment rentals United States
- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Long Beach
- Coral Castle
- Homestead-Miami Speedway
- Schnebly Redland's Winery & Brewery
- Sea Oats Beach
- Bahia Honda State Park
- Theater of the Sea
- Everglades Alligator Farm
- Conch Key
- Calusa Campground
- Sunset Park
- Key Largo Kampground And Marina
- Seven Mile Bridge
- Monkey Jungle
- Dolphin Research Center
- Robbies Marina Of Islamorada
- Founder's Park
- Florida Keys Aquarium Encounters
- The Turtle Hospital
- Homestead Bayfront Park
- Things to do Monroe County
- Tours Monroe County
- Sports activities Monroe County
- Food and drink Monroe County
- Art and culture Monroe County
- Entertainment Monroe County
- Nature and outdoors Monroe County
- Sightseeing Monroe County
- Things to do Florida
- Art and culture Florida
- Tours Florida
- Food and drink Florida
- Sports activities Florida
- Entertainment Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Wellness Florida
- Things to do United States
- Sightseeing United States
- Tours United States
- Food and drink United States
- Sports activities United States
- Art and culture United States
- Nature and outdoors United States
- Wellness United States
- Entertainment United States





