Holiday houses in Caribbean

Townhouse in Holmes Beach

4.99 out of 5 average rating, 138 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!

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!

4.95 out of 5 average rating, 237 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

Great location. 2 miles from the # 1 rated Beach in America , Siesta Key . The cottage is near several other beaches as well. Close to restaurants and shopping. 1 hour from Tampa and 2 hours from Orlando. The Key Lime Cottage is totally updated with new stainless steel & granite in the kitchen . There are two new beds ..... one is a queen size and the other is a full size. (URL HIDDEN) Linens & towels are all new. New tile and wood floors throughout. Quite neighborhood for walking .

4.95 out of 5 average rating, 20 reviews

Warm, Luxury Oasis in Central Sarasota

Choose to stay at a home which has it all. Professionally designed and hosted by a 10-year SuperHost, this property offers incredible value. Superbly comfortable beds and linens, SUPER FAST internet, thoughtful furnishings, tons of activities & games, fully equipped for babies and toddler needs, extremely central location, large, high-end TVs, a jacuzzi, 2-person hammock, in-ground fire pit…. And fur babies welcome… you name it, this home has it. Welcome to Sarasota Paradise.

4.95 out of 5 average rating, 129 reviews

Apartment in Toa Baja

Levittown Lakes

If you are looking for a long-term stay, with 7 nights you will have a discount, and put 30 nights, you will have a great discount, but if you put 90 nights, the discount will be greater, We are 10 minutes by car from the Hyatt Place Casino in Bayamon 1- Safe! 2- Clean! 3- Apartment and private entrance! 4- The best Reviews! 5- Close to the Beach! 6- Fully equipped! 7- Fast Internet! 8- Netflix! 9- Free Washer and Dryer 10-Electric generator and water tank (for emergency)

Superhost

Condo in Loíza

4.83 out of 5 average rating, 151 reviews

Remodeled H402 Beach Access Ocean View Penthouse

Beautiful modern penthose villa apartment located at beach front Villas del Mar Beach Resort complex, with views to the ocean from almost every angle. Conveniently located just 25 min. from San Juan Int. Airport with two swimming pools, jacuzzi and beach access among other amenities. Our beach is an small beach but enjoyable with private access and usually used only for residents and guest of our complex. A great place to relax and to enjoy your vacation.

4.98 out of 5 average rating, 391 reviews

The Cottage at Central Park II

If you are looking for the perfect family home to cater to your every need, then look no further! With plenty of space to spread out, natural light that pours into every room, an expansive and private fenced in yard, screened-in porch and outfitted kitchen- this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

4.95 out of 5 average rating, 169 reviews

Home in Fort Lauderdale

Waterfront Family Luxury Home Pool, Jacuzzi, Grill

Spectacular Waterfront, Relaxing, home like environment with all the amenities you need for a perfect vacation. Fresh Linens, pool and beach towels, full equipped kitchen, full size washing and dryer Outdoor gas BBQ with propane for grilling experience Private Heated pool and Jacuzzi, Water view Cleaned every Rotation 5 minutes from spectacular beach in South Florida 3 Bedroom (1 king suite, 2 Queens, 1 Queen)

Apartment in Deerfield Beach

4.96 out of 5 average rating, 165 reviews

Stylish Coastal Stay ☀ Ideal Zoom Background

50's-inspired surf shack a short walk to the beach on the barrier island. Modern amenities with 1200 Mbps unlimited wifi with direct Ethernet connection & smart TVs throughout. Spend your days basking in the sun with your cooler on wheels and beach chair backpack. Come back to a luxurious rainfall shower, fresh bathrobes, and a grill ready for cooking.

4.92 out of 5 average rating, 198 reviews

Central Location in Sarasota with bonus amenities

Great location. Literally walking distance to 12+ restaurants, movie theater, shopping mall, Best Buy, Barnes and Noble, 10 minutes to Siesta Beach and 10 minutes to down town. Completely remodeled. Very comfortable. Bonus, you get to eat at one of the best restaurants in town for 50% off your entire check, located right down the block.

4.99 out of 5 average rating, 179 reviews

Apartment in Siesta Key

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.