Condo vacation rentals in Monroe County

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Popular amenities for Monroe County condo rentals

Weekly condo rentals

Superhost
A private beach area is depicted, featuring a tiki hut and numerous lounge chairs arranged on soft white sand. Bright turquoise umbrellas add color, while palm trees provide shade. The ocean waves gently lap at the shore under a clear blue sky with scattered clouds.
Condo in Key Colony Beach
4.75 out of 5 average rating, 164 reviews

2 Bedroom Oceanfront Complex Heated Pool KCB

RobertRating, 5 stars3 weeks ago
We had a great time! Awesome community with walkable restaurants and bars. We loved the local beaches. The people at the complex were super nice. Our four boys loved running from the pool to the beach. Everyone we met was very nice. Great instructions and recommendations. Loved it!
Superhost
A balcony view showcases lush greenery and a serene harbor filled with boats. Palm trees frame the scene, while the sky is partly cloudy, allowing sunlight to illuminate the landscape.
Condo in Miami
4.67 out of 5 average rating, 3 reviews

Family Retreat, 2 Bedroom Condo, Pool Access

SamuelRating, 5 stars7 months ago
Exactly as advertised, perfect location as always. The Mutiny is my goto spot.
Superhost
A spacious living area features a light-colored marble floor and contemporary furnishings. A large flat-screen TV is mounted on an entertainment unit, while comfortable blue sofas are arranged around a glass-top table. A mirrored wall enhances the openness, with the kitchen area visible in the background.
Condo in Key West
4.68 out of 5 average rating, 85 reviews

BOOK today and enjoy our amazing discounts for yo

MarkRating, 5 stars1 month ago
We had a great time at Julia's place! The condo was beautifully furnished and we enjoyed pool and private beach area. We love to walk and the location was perfect for us! The nearby deli and restaurants were also very good. Ubers are very quick and reasonable.
Superhost
Condo in Tavernier
4.87 out of 5 average rating, 149 reviews

Reel Large END Unit in Ocean Point Suites

Suzi Rating, 5 stars3 weeks ago
The condo was well equipped and in a quiet spot. We loved the beach and didn’t have problems finding chairs. It’s not a huge beach so it wasn’t noisy or crowded. The pool is also very nice! There are beach towels, rafts and sand toys in the unit which was great. There is an area under the building with ping pong, a mini pool table and other games too. We have older kids but would’ve loved to have found this place when they were little. It’s perfect for young families with the pool and small beach. We definitely had a chance to unwind during our stay. Desy was super responsive to my questions and messages.
Top guest favorite
An inviting infinity pool reflects the bright blue sky and palm trees, creating a serene atmosphere. The ocean is visible beyond the pool, enhancing the tropical setting. The gentle waves and lush greenery contribute to a relaxing environment.
Condo in Key West
5 out of 5 average rating, 10 reviews

Key West at Hyatt Windward Pointe

LukaszRating, 5 stars6 months ago
Wonderful resort. Staff super friendly. Loved the pool, and location. Would absolutely recommend!
Superhost
Condo in Miami
4.73 out of 5 average rating, 163 reviews

Incredible Studio, on the 10th FL

ShainaRating, 5 stars3 weeks ago
It was a wonderful place to stay, great amenities, and parking was convenient . Staff were very friendly. It was a perfect central location for us. Andrew was very responsive and answered any questions we had.
Guest favorite
A wooden dock extends over clear water, featuring multiple pilings topped with white lights. Breathtaking views of the Gulf Bay are visible beyond the dock, framed by a vivid blue sky with fluffy white clouds.
Condo in Marathon
4.95 out of 5 average rating, 41 reviews

2-story condo w/ panoramic bay views and balconies

Eileen Rating, 5 stars2 weeks ago
Words can't really express the beauty of this rental inside and out. Fully stocked with whatever your needs are. Full sized washer and dryer were perfect. Absolutely spotless inside. Beach towels were ready to go as well. The two porches were wonderful for relaxing and taking in the breathtaking views. We saw a family of 7 manatee several days in a row. A family of parrot fish almost every day (several times a day). We saw a VERY LARGE sea turtle just hanging out in the bay. Lots of tarpon, several sharks, pinfish, yellow snapper and several conches (even one queen conch). It is worth it to snorkel feet from the porch. My daughter even caught a shark. The pier was perfect for fishing and watching all the wildlife. The landscape is beautiful. The pool is amazing (I used it almost every day for a bit and no one was down there). I cant say enough good things about this space. It's worth every single penny. We will DEFINITELY be back!
Guest favorite
Condo in Miami
4.9 out of 5 average rating, 176 reviews

🎖W Hotel Residence 2 bedrooms

SherryRating, 5 stars2 weeks ago
Great communication and location. was nice having in-room laundry too!

Pet-friendly condo rentals

Guest favorite
Condo in Miami
4.89 out of 5 average rating, 218 reviews

Contemporary 1B/1B, Wi-Fi, Parking Self Check In

EdRating, 5 stars2 weeks ago
Great stay. Very coz and clean. Will be back!
Guest favorite
A modern kitchen features white cabinetry and stainless steel appliances. A wooden cutting board is placed on the counter, complemented by cooking utensils. Soft lighting illuminates the space, enhancing the clean and functional design. A window with shutters allows natural light to enter.
Condo in Key Largo
4.95 out of 5 average rating, 99 reviews

Gorgeous lagoon-front 2BR Townhouse with 2 pools

ElizabethRating, 5 stars1 month ago
Second time staying at the property.! Clean, confortable. Kitchen had all the ammenities.! The AC was great.!!! No complaints., I will be back again during summer time.!!!
Guest favorite
Condo in Miami
4.93 out of 5 average rating, 109 reviews

Beautiful apartment King + 2 Queens Free parking

JonathanRating, 5 stars1 month ago
I had an incredible stay! The place was exactly as described—clean, cozy, and beautifully decorated. The location was perfect, close to everything but still quiet enough to relax. The host was super responsive, friendly, and made sure we had everything we needed throughout our stay. I would absolutely stay here again and highly recommend it to anyone visiting the area!
Guest favorite
Condo in Miami
4.91 out of 5 average rating, 181 reviews

Icon Brickell (W) Huge unit with bay & river views

VictoriaRating, 5 stars1 week ago
Alejandro’s apartment was perfect for our first trip to Miami with two teens. It is very hip, has great views and is even better in person. It is close to all of the attractions, restaurants and shopping. He provided us with pool passes, we loved spending time there. We also attended spa and got great massages (Mon-Wed 25% off). We recommend, there is something to do for every age.
Guest favorite
Condo in Miami
4.88 out of 5 average rating, 137 reviews

King Bed, Self check-in Free Parking, Wi-Fi, W/D

Daniel Rating, 5 stars6 days ago
Great host, amazing communication and nice and clean condo
Top guest favorite
A spacious studio apartment features an open layout with a comfortable gray sofa and a modern dining area. A queen bed is placed against a light-colored wall, and a small plant adds a touch of greenery. The kitchen is equipped with stainless steel appliances and a breakfast bar.
Condo in Palmetto Bay
4.9 out of 5 average rating, 271 reviews

Bright Modern Studio Apartment

ElisaRating, 5 stars2 weeks ago
I had a great stay at Rafael’s place, simple with everything you need! Rafael is also a great host with his kindness, flexibility, and making sure his guest was comfortable. Definitely recommend!
Superhost
Condo in Miami
4.85 out of 5 average rating, 199 reviews

Studio at Icon Brickell Luxury Waterfront Building

ChrisRating, 5 stars6 days ago
Amazing stay! Will absolutely stay here again at some point!
Guest favorite
A spacious living area is furnished with a blue sectional sofa and a coffee table. A large 65" Smart TV is mounted on the wall, while a potted plant adds a touch of greenery. Natural light floods the room through floor-to-ceiling windows, showcasing city views.
Condo in Miami
4.97 out of 5 average rating, 193 reviews

Lovely, 2BE/2BA, Split King bed, Free Parking

BiweiRating, 5 stars2 weeks ago
Gabriela was a wonderful host! She provided a detailed check-in guide that made our arrival seamless, even at midnight. The location was excellent, and the room was clean and spacious. Highly recommended!

Condo rentals with a pool

Superhost
A community pool is surrounded by palm trees and lounge chairs. The clear blue water reflects the bright sky, while the well-maintained patio features tiles. Buildings in the background offer additional seating areas and a lush green hedge enhances the tranquil atmosphere.
Condo in Key West
5 out of 5 average rating, 4 reviews

Old Town Oasis at The Annex

NathanRating, 5 stars5 months ago
Beautiful condo right on the waterfront within Truman Annex! Fully renovated with every amenity and matched the photos exactly. Multiple balconies were great for morning coffee or afternoon tea, and the location is incredibly convenient with a coveted reserved parking space in the parking garage. We highly recommend not only the condo but Last Key’s concierge Alena!!! Everything was perfect and she made the process incredibly smooth from check-in to local recommendations. We will absolutely stay with Last Key again!
Guest favorite
Condo in Miami
4.9 out of 5 average rating, 200 reviews

Luxury Deal!40th Floor*Miami*Sleeps9*RENOVATED!

AmandaRating, 5 stars3 weeks ago
Easy check in, great location, and great space.
Superhost
A clear blue pool is surrounded by palm trees, with lounge chairs arranged neatly along the edges. The soft tiles of the sun deck reflect natural light. In the background, the condo building is partially visible, creating a serene setting for relaxation.
Condo in Key Largo
4.83 out of 5 average rating, 35 reviews

Relax in Key Largo

AnthonyRating, 5 stars7 months ago
Paradise, I stayed for five weeks. July 27th-Sep 3rd. Entire Moonbay Is a condominium resort. It is huge and has everything you could ask for. The grounds are meticulously kept. The pool is gorgeous and brand heated. No one is there in August so I had the entire place to myself. The snowbirds don't return until October. kid's were in school and I was in heaven. Thank you Arthur for sharing your little slice of paradise. I will be back permanently ASAP.
Superhost
Condo in Miami
4.66 out of 5 average rating, 41 reviews

Executive 3 bedrooms with 2 pools -AMAZING VIEWS-

JeffRating, 5 stars1 month ago
You can't help but say WOW when you walk through the door. Book it and don't even think twice about it. I could have spent all day just hanging out on the deck enjoying the view out to the sea.
Guest favorite
Condo in Miami
4.93 out of 5 average rating, 30 reviews

Chic condo with parking, gym, pool and great view

AimeeRating, 5 stars2 weeks ago
The place was so beautiful and very clean. Cory was an excellent host.
Guest favorite
Condo in Key Largo
5 out of 5 average rating, 18 reviews

Key Lime Breeze Retreat!

CarolynRating, 5 stars2 days ago
We had a great stay with our kids - the condo was well furnished, clean, and easily walkable to the pool, game room, and tennis courts. We appreciated the condo was stocked with “kid things” - pack and play, high chair, pool toys, and games. Would recommend to others!
Guest favorite
Condo in Miami
4.89 out of 5 average rating, 71 reviews

Front Facing Top Floor Penthouse with Ocean Views

TylaichaRating, 5 stars4 days ago
I’m so happy to have found Jordon’s listing, The Penthouse’s energy is everything you want for a stay in Miami and the surrounding area is magical, very close to beaches and boat shows Extremely clean, safe and so peaceful, it has everything you will need utensils, tissues, towels, washer/dryer, fast internet, black out shades, amazing lights, refreshments, super comfortable, great coffee machine & so much more. Very secure building with great staff and amazing pool & jacuzzi amenities. Easy check in and check out. Jordon is so kind and positive and really takes care of the Penthouse.
Guest favorite
A light-filled living room features large windows showcasing city views. A comfortable sectional sofa invites relaxation, while a tall lamp adds illumination. A sleek TV stand holds a flat-screen television, and vibrant plants enhance the room's decor. A cozy area rug completes the space.
Condo in Miami
4.92 out of 5 average rating, 12 reviews

The WKNDR - Brickell Bay Views

RoopaliRating, 5 stars1 week ago
I had an amazing stay at this apartment in Brickell! The location is absolutely perfect—right in the city center with so many fantastic restaurants and cafes just steps away. The apartment itself is stunning—super clean, beautifully designed, and incredibly luxurious. The view from the balcony was breathtaking and made every moment feel special. Everything was just seamless and comfortable. Highly recommend this place if you’re looking for a top-notch stay in Miami. Thank you for a great experience!

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