Upcoming Concerts in Key West, FL

 

Key West FL 

Upcoming Concerts

Source: The Key West Amp

The Black Crowes

Oct 19 - 7:00 PM

Coronation of the King & Queen of Fantasy Fest

Oct 20 - 6:00 PM

Zombie Bike Ride Viewing & After-Party 

Oct 22 - 5:00 PM

Pet Masquerade

Oct 25 - 5:30 PM

Key West Headdress Ball

Oct 26 - 8:00 PM

Epic Eagles/Classic Seger

One Of These Hollywood Nights Tour 2024

Feb 23 - 7:00 PM

Foreigner

Mar 10 - 7:00 PM

The Marshall Tucker Band

Mar 16 - 7:00 PM

OLD DOMINION - Friday

With Frank Ray, Greylan James & Kassi Ashton

No Bad Vibes Tour

Mar 22-24 - 7:30 PM

View: Florida Keys Vacation Rentals 🌴

Florida Keys

Stretching 126 miles south toward Cuba, the stunning Keys are a perfect escape. Highlights along the way include Key Largo, Islamorada, Marathon, Big Pine Key and the irrepressible Key West. Get up close with an amazing array of fish while snorkeling, diving or fishing in the warm turquoise waters. Creeks, coral and costumed spectacles are other lures along the way. Highway 1 is a spectacular ribbon tying together the islands and atolls of this paradise between the Gulf of Mexico and the Atlantic.

Disney World Orlando FL Vacation Rental Property

 Orlando Florida Vacation Rental By Owner, Walt Disney

Source: VRBO

Price: $346 per night avg

Bedrooms:  8   Baths: 5    Sleeps: 19

Features:  🆒 A/C    💻 WiFi    🏊 Pool    🔥 Hot Tub    🍳 Kitchen    👕 W/D    🎥 Theater Room    🎮 Game Room

Disney Orlando FL Vacation Home Rental. This Luxury Villa in Storey Lake has the best location in all Central Florida's resort-style communities. It not only has 8 luxury bedrooms each equipped with Smart HD TVs but also has limitless fun and entertainments for all ages!  The villa has 3 themed bedrooms including a Harry Potter with custom Train bunk beds, the Star Wars Themed Bedroom with a custom "Millennium Falcon" Bed and the "Frozen" Themed Bedroom with 2 princess beds...view more details 

Visit Orlando: Things to do & Events  ⛵

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Reviews: 4.9/5 ⭐⭐⭐⭐⭐

Keith S. - August, 2023

5/5 - Surprisingly disappointing when we pulled up outside , the front lawn / pathway and sides of the property were strewn with food waste and garbage, however after a thirty minute team clean up it was back to normality!! The house and pool (s) were exceptionally clean and tidy , it had all the amenities and was perfectly functional , as expected from a “ very high priced property “ ( reference from advertising journal ) We were a party of eleven with a wide age range and the consensus of the group was the property Was definitely five star …. Thank you for your hospitality!!

Shareen K. - August, 2023

4/5 - The house was beautiful. The racoons leave a lot to be desired. A center location for trash disposal or a bigger bin to store it in might keep the racoons aways. But all in all we had a lovely stay.

Orlando, Florida

Whether you’re a theme park enthusiast, bird watcher, foodie, water sports fanatic, sun worshipper, arts patron, serious shopper or anything in between, you’re always welcome here. The possibilities are endless. And wonder is always within reach. It’s the getaway you deserve — and you’ll only find it in Orlando.

 

Miami FL Oceanfront Vacation Condominium Home For Rent

South Beach Miami Florida Vacation Rental

Source: VRBO

Price: $259 avg per night

Bedrooms: 1   Baths: 1   Sleeps: up to 2

Amenities: 🆒 A/C    💻 WiFi      🌊 Beach-Front    🍳 Kitchen    👕 W/D     

Miami FL Beachfront Vacation Home Rental. Our guests tell us they are delighted with location of the Carlyle, the quality of the apartment, and the service. This beautiful Art Deco building is the perfect place for your stay in South Beach, Miami. It's located on Ocean Drive just steps to the beach and all that South Beach has to offer in terms dining and entertainment. The building has 24 hour concierge service and an outdoor restaurant. A public parking garage is across the street. Please be sure to view the video attached to this listing. Short-term rentals are approved at The Carlyle. One of only 19 units, the space itself is recently renovated with new amenities and is decorated carefully to feel comfortable, inviting and elegant. The kitchen has new appliances, the living room is spacious, and the bedroom is separated by a sliding door for privacy. Great natural light throughout. All in all, our space is a wonderful private retreat in the heart of South Beach action. Book Here

View More: Miami Beach Vacation Rentals 🏖

Visit: Explore Miami ☀️

REVIEWS: 5/5 ⭐⭐⭐⭐⭐

Wanda S. - August, 2023

5/5 - This location is very convient to all the night life in Miami Beach. Getting our luggage to the room is very difficult. You have to carry your bags up and down at least 5 steps.

Laila E. - June, 2023

5/5 - Absolutely beautiful & very spacious on the inside! Great amenities, I will definitely be staying here again. Host is extremely nice & made sure everything was perfect for us. With just two women staying, Security made us feel very safe as well. Food at restaurant downstairs is great! 10/10 would recommend!

Miami, Florida

Miami Beach has long been a playground for those seeking sunny days and wild nights. However, there’s more to Miami than sparkling beaches, shimmering pools, and nightlife that never stops. These days, eco-chic hotels like 1 Hotel Miami Beach rub elbows with hipster haunts like The Broken Shaker and the trendy boutiques of Mid-Beach. But if it’s classic Miami Beach you’re after, have no fear. You’ll still find it while strolling through the Art Deco District, throwing back cocktails at The Clevelander, enjoying drag shows at The Palace, or tucking into Latin American eats along Española Way.

View: Current Beach Conditions in Miami 🌴

Florida Keys Vacation Rental By Owner, Marathon

Marathon FL Pet Friendly Vacation Home For Rent with Pool

Source: VRBO

BR: 4   BA: 4.5   

Sleeps: up to 10

Price: $519 avg per night

Features:  🆒 A/C    💻 WiFi    🏊 Pool    🔥 Hot Tub     

🐶 Pet Friendly      🍳 Kitchen    👕 W/D 

  

Marathon FL Vacation Home For Rent, Pet Friendly. This gorgeous canal-front home boasts views of the water, a dock that can accommodate a 25ft. boat, and two private pools - one with a swim-up bar. The elegant decor and grand kitchen will make you never want to leave! The outdoor area of this home is large and great for gatherings, featuring a hammock, a firepit, a very large ice machine for fishing or margaritas, and an outdoor TV to catch the game from the pool. There is even a fish-cleaning station located on the dock! Book Here

What's Nearby:

This home is just 112 adult steps away from Sombrero Beach, one of the finest beaches in the Florida Keys. Hopping aboard a charter is easy, too; while you're at it, watch for passing dolphins and be sure to snap a few shots of the lovely Florida sunsets. This home is also conveniently close to several great restaurants and plenty of shopping options. 

View: Things to do in Marathon, FL🌴

View More: Florida Keys Vacation Rentals🏖

REVIEWS: 4.8/5 ⭐⭐⭐⭐⭐ (19 reviews)

Melvina C - June, 2023

5/5 - The house was fantastic! It was well equipped and had plenty of room for a big family. It had two bedrooms downstairs and one was a master that was great. The outdoor pools and area provided opportunity to to swim and play. It was close enough for the teens to walk to Sombrero Beach. The house was well equipped and and comfortable. We enjoyed grilling and having the opportunity to eat a couple of nights in. I would definitely recommend this house to a large family group or a group of couples!

Susan S. - May, 2023

5/5 - This was the perfect place for us to have a family reunion and remembrance of my parents. We celebrated all the love that they had shown us through out their years. The house, the grounds and the location was beautiful!

Marathon, FL

Marathon is a 10-mile-long family-oriented island community conveniently situated in the middle of the Keys island chain, comprised mainly of Vaca Key, Fat Deer Key and Grassy Key.Marathon's fishing heritage, old-Keys lifestyle and seafaring traditions are themes celebrated in the area's accommodations, such as private waterfront vacation homes, small hotels, beachside inns and tropical, family-style resorts. The area is popular for its annual seafood festivals and waterside restaurants that harvest and serve fresh fish, lobster and stone crab claws from local waters.

 

Miami FL Vacation Condo For Rent

 

Florida Beachfront Vacation Property Rental By Owner, Miami

3BR/3BA

Sleeps: 8

Price: $601 avg per night

>> Book Here <<

Source: VRBO
4./5 ⭐⭐⭐⭐⭐ (12 reviews)

Miami Beach Vacation Rental. Zen Luxury Resort Ocean Front Penthouse provides the perfect beach getaway. Whether just enjoying the ocean breeze on the elevated sundeck overlooking the sea, from spending a day swimming at the beach, to just relaxing at the comfort of this beautifully decorated apartment suite. Come discover a top-of-the-line beach retreat experience like no other! This 3-bedroom residence is a corner unit with a wrap-around balcony on the 40th floor. The condo features a wide private terrace with unobstructed views and open floor plan living area. It has a fully equipped kitchen with imported stone counters and stainless appliances. The master bedroom has a king-size bed and there is a queen-size bed in each of the other two bedrooms. Kitchen appliances include refrigerator and freezer, stove, oven, coffee maker, toaster, microwave, dishwasher, and more. The apartment has a washer and dryer in the unit. Perfect for families, groups of friends, and for business. ...view more details 

View More: Miami Beach Vacation Rentals 🏖

Visit: Explore Miami ☀️

Miami, Florida

Miami Beach has long been a playground for those seeking sunny days and wild nights. However, there’s more to Miami than sparkling beaches, shimmering pools, and nightlife that never stops. These days, eco-chic hotels like 1 Hotel Miami Beach rub elbows with hipster haunts like The Broken Shaker and the trendy boutiques of Mid-Beach. But if it’s classic Miami Beach you’re after, have no fear. You’ll still find it while strolling through the Art Deco District, throwing back cocktails at The Clevelander, enjoying drag shows at The Palace, or tucking into Latin American eats along Española Way.

View: Current Beach Conditions in Miami 🌴

Orlando FL Pet Friendly Vacation Rental with Pool

Florida Lake House For Rent By Owner

Bedrooms: 2    Baths: 2    

Sleeps: 4 

Rate: $204 avg per night

Popular Features:   🏊 Pool    🔥 Hot Tub    🐶 Pet Friendly

Source: VRBO

5/5 ⭐⭐⭐⭐⭐

>> Book Here <<  

Orlando Florida Vacation Cottage For Rent with Pool, Dog Friendly. Beautiful rental overlooking a lake. Close to several other lakes and dog friendly parks. Comfort was the number one reason when choosing the furniture and mattress. The kitchen is fully equipped with coffee maker, toaster, microwave, cook top oven, refrigerator, washer, dryer and flat screen TV. Free wifi, cable TV, HBO, Showtime, Amazon and Netflix. All outside common areas and yard to the lake are free for your use. Optional access that includes: pool, spa, sauna and gym for $25($35 in winter). This is a daily fee that starts at 9 am and ends at 10 pm. ...view more details

Visit Orlando: Things to do & Events  ⛵

View More: Orlando FL Vacation Rentals  🌴

Orlando, Florida

Whether you’re a theme park enthusiast, bird watcher, foodie, water sports fanatic, sun worshipper, arts patron, serious shopper or anything in between, you’re always welcome here. The possibilities are endless. And wonder is always within reach. It’s the getaway you deserve — and you’ll only find it in Orlando.

Getting around

• Orlando Station - 3 min drive
• Church Street Station - 5 min drive
• Orlando Intl. Airport (MCO) - 24 min drive
  

Restaurants

• The Wellborn Hotel - 3 min drive
• Subway - 3 min drive
• Starbucks - 2 min drive
• Bynx - 3 min drive
• JINYA Ramen Bar - Orlando - 2 min drive

Source: Orlando FL Lake House For Rent, Dog Friendly

 

Key West FL Pet Friendly Vacation Home Rent

Florida Keys Vacation Cottage For Rent with Private Pool

2 bedrooms / 2 baths

Price: $282 avg per night

Sleeps: 4

5/5 ⭐⭐⭐⭐⭐

Source: VRBO

 >> Book here <<

Key West Florida Vacation Property Rental. Swept Away is a one-story private home with a refreshing mix of that classic conch home feel we all adore and a new coastal style with two(2) Master Suites. This conch cottage has an open living plan and a lovely backyard garden area with a private pool, ideal for relaxing in your oasis just blocks from the famous sites of Old Town Key West and Duval Street. Come be SWEPT AWAY by your monthly stay in this dreamy Old Town home. The spacious deck leads to your own private dip pool. Cool off with a dip on those hot Florida days or crank on the pool heat during the cooler months. The covered patio features a propane BBQ grill, outdoor dining set, and luxurious patio furniture and the lush landscaping provides plenty of privacy. ...view more details

Key West Attractions 🏖

 Key West Vacation Rentals  🌴

Popular Amenities:   🏊 Pool    🐶 Pet Friendly    

Key West, Florida

Stretching 126 miles south toward Cuba, the stunning Florida Keys are a perfect escape. Highlights along the way include Key Largo, Islamorada, Marathon, Big Pine Key and the irrepressible Key West. Get up close with an amazing array of fish while snorkeling, diving or fishing in the warm turquoise waters. Creeks, coral and costumed spectacles are other lures along the way. Highway 1 is a spectacular ribbon tying together the islands and atolls of this paradise between the Gulf of Mexico and the Atlantic.

What's nearby

• Saint Mary Star of the Sea - 5 min walk
• Duval Street - 8 min walk
• South Beach - 10 min walk
• Southernmost Point - 11 min walk
• Ernest Hemingway Home and Museum - 13 min walk

Getting around

• Key West Intl. Airport (EYW) - 8 min drive
  

Restaurants

• Sandy's Cafe - 7 min walk
• El Siboney Restaurant - 1 min walk
• Banana Cafe - 8 min walk
• Better Than Sex - 9 min walk
• Rum Bar at the Speakeasy Inn - 8 min walk

South Beach Miami FL Vacation Home For Rent

 

Florida Vacation Rental with Pool, Miami Beach

Source: VRBO

Price: $190 avg per night

Bedrooms: 1   Baths: 1   Sleeps: 4

Amenities: 🆒 A/C    💻 WiFi    🏊 Pool    🍳 Kitchen    👕 W/D    

Miami Beach Vacation Rental. This deluxe one-bedroom corner unit, sleeps 4 people in a 725 sq. Ft.  The best part of this unit is the vast amount of natural lighting.  It truly has the South Beach vibes and will be your ultimate Miami vacation spot🔆🍹🏖️. Complete with hi-speed internet, flat screen tv/dvd, marble floors, floor to ceiling marble shower, granite kitchen tops, en-suite washer/dryer, queen size beddings, barbecue, bicycle racks, covered parking one block away (at 5 th street garage) and a heated pool, which is rare in the historic Art Deco district. You’ll be sipping cocktails on the landscape courtyard patio and living the life in this charming condo, fit for friends and families. Book Here

View More: Miami Beach Vacation Rentals 🏖

Visit: Explore Miami ☀️

REVIEWS 4.7/5 ⭐⭐⭐⭐⭐ (105 reviews)

Verified Traveler - September, 2023

5/5 - Walking distance to beach and restaurants. Clean quiet. Host was very nice.

Richard R. - August, 2023

5/5 - We had a great stay—location was amazing easily within walking distance to great playground for our 2 year old, beach, and dining. Would definitely stay here again!

Vanessa M. - July, 2023

5/5 - The owner was very helpful and responsive! I loved the location and accessibility. It was the perfect rental for a short get away. Very cute and convenient! It was an easy check in process and I really appreciated all of the information and tips for the stay. I would stay again and I would recommend to others.

Anonymous - June, 2023

5/5 - Long weekend in South Beach. Great location on a quiet street, but just a few blocks from all the nightlife.

Miami, Florida

Miami Beach has long been a playground for those seeking sunny days and wild nights. However, there’s more to Miami than sparkling beaches, shimmering pools, and nightlife that never stops. These days, eco-chic hotels like 1 Hotel Miami Beach rub elbows with hipster haunts like The Broken Shaker and the trendy boutiques of Mid-Beach. But if it’s classic Miami Beach you’re after, have no fear. You’ll still find it while strolling through the Art Deco District, throwing back cocktails at The Clevelander, enjoying drag shows at The Palace, or tucking into Latin American eats along Española Way.

View: Current Beach Conditions in Miami 🌴

Orlando FL Vacation Home For Rent with Pool

Walt Disney Orlando FL

Vacation Rental By Owner

Source: VRBO

Price: $442 per night avg

Bedrooms: 6    Baths: 5.5     Sleeps: 14

Amenities: 🆒 A/C    💻 WiFi    🏊 Pool    🔥 Hot Tub   🍳 Kitchen    👕 W/D    🎦 Theater Room  

Disney Orlando FL Vacation Home Rental. The luxury property is equipped with more than enough gaming amenities including a Star Wars home theatre, with 8 leather recliners, video arcade games, and foosball. Less than 10 minutes away is Florida’s happiest theme park – Walt Disney World. This home features a gorgeous, sun-drenched pool and Jacuzzi area where you and your guests can cool off after a long day at the nearby parks. Guests booking a villa at Reunion Resort through Florida Premier Rentals will get membership passes providing free access to a host of fun around the resort. Finally, make use of the six restaurants, café and gift shop on-site making this a full-service resort for the ultimate Orlando vacation...book here 

View More: Orlando Vacation Rentals  🌴

Visit: Explore Orlando  ⛵

Reviews: 4.8/5⭐⭐⭐⭐⭐

Darnell G. - June, 2023

5/5 - Everything about the property was as advertised. The grandkids loved the media room. We chose to heat the pool which was worth the added cost. It rained several evenings and the pool would have been cold without the heat. Outside grill was great. The 2 balconies upstairs were great.

Sarah D. - March, 2023

4/5 - Great Family Vacation Rental. House and pool were fantastic. We had small children so appreciated the alarms on the pool doors. Our neighbors alarm was going off constantly which was a bit annoying. The door code needed to be reset when we arrived but the concierge showed up fairly quickly to sort it out. We did not use the movie theater as no instructions for streaming were provided just instructions for a DVD. House was well equipped for an infant…

Orlando, Florida

Whether you’re a theme park enthusiast, bird watcher, foodie, water sports fanatic, sun worshipper, arts patron, serious shopper or anything in between, you’re always welcome here. The possibilities are endless. And wonder is always within reach. It’s the getaway you deserve — and you’ll only find it in Orlando.

 

Florida Keys Vacation Rental By Owner with Pool

Key West FL Vacation House For Rent

Source: VRBO

3BR/2BA

Price: from $1,105 night

Sleeps: 8

Features:   A/C    💻 WiFi    🏊 Pool     🍳 Kitchen    👕 W/D    

Key West FL Vacation House For Rent with Pool. Pilar’s Secret is tucked away in the heart of Key West just half a block off famous Duval Street. This hidden oasis is the perfect spot for you to discover Key West. Pilar’s Secret offers central A/C + heat and there are ceiling fans throughout. The private pool can also be heated upon request. The yard is private and provides lush landscape throughout. There is a BBQ grill and one private parking space. There is a W/D, flat screen televisions in the living room and each BR all with expanded cable TV. The gourmet kitchen has all the utensils for preparing your meals along with a microwave, blender, and toaster. Linens and towels are provided & housekeeping is available in the interim upon request. The home has WiFi internet included. Pets are considered, please ask ahead of time. Book Here

View: Key West Attractions 🏖

View: Key West Pet Friendly Vacation Rentals  🌴

Reviews: 4.9/5 ⭐⭐⭐⭐⭐ (90 reviews)

Jessica H. - August, 2023

5/5 - This house was perfect! It was fully stocked with everything you could possibly need and if you can’t find it or happened to be low on something, Kevin the owner, was super responsive and would bring it over. The pool was wonderful to relax and cool off by during the day and even at night as the backyard is super private and peaceful with all the string lights and water feature. You would never know this house is right off Duval which makes this house even more special. Definitely a wonderful place to stay at with your family and friends.

Emilie H. - July, 2023

4/5 - It was a wonderful stay that accommodated all 5 ladies for a girls trip. The proximity to the bars and shops was perfect. We rented a golf cat but didn’t need one because we parked everywhere. It’s such a unique little house and kept up very well. We would definitely stay here again!

View: Pet Friendly Restaurants in Key West FL 🐶

View: Florida Vacation Rentals  🌴

Key West, Florida

Key West is Florida’s irreverent southernmost subtropical paradise, a unique blend of history, climate, natural beauty, cultural diversity, architecture and unabashed romantic appeal. Palm-lined streets with gingerbread mansions and tin-roofed conch houses were home to Ernest Hemingway, Tennessee Williams, Elizabeth Bishop,  and Jimmy Buffett, a few of the famous people who discovered solace and inspiration in the island city, whose heritage in large part was inspired by Bahamian wreckers, commercial fishermen, spongers and Cuban cigar makers. In Key West, you can visit a host of historic attractions by biking, walking, convenient public transportation, pedi-cabs, tour trains, trolleys or taxis.