Holiday rentals in Caribbean

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Top-rated holiday rentals in Caribbean

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

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Top guest favourite

Cottage in Sarasota

5 out of 5 average rating, 16 reviews

Beach Cottage Siesta Key Prime Location & Htd Pool

Newly Renov. Beach Cottage on World Famous Siesta Key Beach in the heart of it all. Incl.1 parking space. Walk everywhere. Great Dining, entertainment, shopping, bike rentals and more, across the street or take FreeTrolley to Siesta Key Village. Located on the Beach Side (2min.walk to waters edge) with Heated Pool. Best Location on the Island! Private large outdoor Patio w/outdoor shower. In Unit Washer/Dryer. Free Luxury Amenities. Highly sought after 1 bd 1ba. Book your stay in advance!

Top guest favourite

Townhouse in Holmes Beach

4.99 out of 5 average rating, 137 reviews

Summer Discounts Available! Steps from the Beach!

Welcome to Your Dream Beach Getaway! Steps (one block!) from the sugar-white sands of Holmes Beach. We provide bikes, paddle boards, and all the other beach gear you will need for fun in the sun! Nestled in a quiet beachside community on the famed Anna Maria Island, this newly renovated home is ready for your dream vacation! Enjoy the shared HEATED pool or stroll to shops, restaurants, and the vibrant attractions of Anna Maria Island— a quick bike or trolley ride away. Perfect for families!

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 124 reviews

The Bradford Cottage/Heated Pool /Mins to Siesta

If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

Superhost

Apartment in Bonita Springs

4.93 out of 5 average rating, 67 reviews

Bonita Springs/Gulf View 9th Floor/steps to Beach!

Gulf Views of Bonita Beach Coastline from your 9th Floor Lanai! -One from the Penthouse -Beautiful Beaches -Sunset Just Across the Street!!- On the beach Every Night- Everything included for an Amazing Stay- including -Beach chairs ,Umbrella- Free WIFI -Just bring Shampoo and get ready to have some Fun!! A famous bar and grill right on the Beach with your favorite Cocktails and Happy Hour all day long- OUR PRICES ARE DISCOUNTED off season and for longer stays -just send in a request!!

Top guest favourite

Home in Sarasota

5 out of 5 average rating, 24 reviews

Beautiful Home/King Beds

This cheerful home offers two king beds and a set of twin beds with plush bedding. There is a laundry room in the garage for our guest's convenience. Yoder's Fresh Market, Earth Origins, as well as Publix and Walmart Marketplace are nearby to grab groceries and Downtown Sarasota has an amazing assortment of restaurants. Check out our guidebook to view our favorite local spots and activities. This property is approximately - 7.5 miles to Siesta Key Beach - 7 miles to Lido Key Beach

Guest favourite

Home in Marathon

5 out of 5 average rating, 34 reviews

Waterfront Escape -VACA-23-408

Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.

Superhost

Home in Fort Lauderdale

4.83 out of 5 average rating, 18 reviews

Imperial Point Paradise - Fort Lauderdale Getaway

Escape to paradise at this meticulously renovated 4-bedroom, 3-bathroom vacation rental in the prestigious Imperial Point neighborhood of Fort Lauderdale. This spacious family friendly home offers a serene escape from the hustle and bustle of everyday life, while still being just minutes from the world-famous Fort Lauderdale beaches. Whether you're looking for a relaxing weekend getaway or an extended vacation, this home offers everything you need for a remarkable stay.

Top guest favourite

Home in Punta Gorda

5 out of 5 average rating, 15 reviews

Harbor View Sunsets Historic Downtown Charm

Expansive direct Harbor-front views across the street from Gilchrist Park in the heart Punta Gorda’s Downtown Historic District. Short walk to local attractions, Harbor Walk, Fisherman’s Village, TT’s Tiki Hut Laishley Crab House, Sunseeker Resort, Farmer’s Market, Art Museum, Downtown Dining, & Shopping. This is by far the best location to stay in Punta Gorda, you will not be disappointed! This home can sleep up to 8 guests but no more than 6 adults comfortably.

Superhost

Flat in Pompano Beach

5 out of 5 average rating, 3 reviews

Outstanding beach getaway!

Whatever you look for in a beach getaway, you’ll find it here. This resort gives you private beach access with the Atlantic Ocean just across the street. A picturesque marina, home to Serenity Yacht Cruises, neighbors the property. The best local sites and attractions in the area are just steps away. So, the only thing you’ll have trouble finding here is stress.

Superhost

Apartment in Delray Beach

4.76 out of 5 average rating, 135 reviews

East Haven, Atlantic Ave, Newly Renovated .

"Escape the worries of the day to day hustle and bustle by treating yourself to a stay at tranquil abode! You deserve it! 50 feet from famous Atlantic Ave. This nautically inspired , decorated with charm unit, boasts a high end King mattress, flat screen TVs workspace, high end linens and towels,recently renovated and new kitchen with new aplliances.

Top guest favourite

Flat in Siesta Key

4.99 out of 5 average rating, 178 reviews

Siesta Key #1 Beach, pickle ball & tennis paradise

BEST SPOT AT SIESTA KEY BEACH. Beautiful apartment in Siesta Key Beach. Fully equipped. Condo hotel, on the best area of the beach in Siesta. Main bedroom with King bed. 2nd room with two single beds. Queen sofa bed in the living room. Pack n Play & high chair for children. 1200 MB Wifi. 70” Smart TV, 2 55” TVs Nesspreso, Keurig.

Top guest favourite

Home in Naples

5 out of 5 average rating, 108 reviews

Cozy Vacation Home * Heated Pool*Near The Beach !

You can stop looking for the perfect vacation home in an amazing location! This home is comfortable, artsy, inviting and full of charisma! Enjoy the fun decorations, resort style outdoor entertainment area with outdoor seating, BBQ and a relaxing gazebo. Located just a 3 minute to the nearest beach on a quiet neighborhood.