House vacation rentals in Caribbean

Rincón Sea Beach Cottage w/Pool, Steps to Beach!

This unique beach house w/pool, is in the quaint, desirable beach community of Sea Beach Colony, in the heart of Rincon. Only 5 houses from the beach, with ocean views, walking distance to all. Filled with art, & lovely furnishings, this tropical home offers the experience of Caribbean coastal life. Sleeps 5 total / 2 bdrm/1.5 bth in Main house, Casita -1 full w/full bath for guests. The outdoor kitchen, dining & living room are magazine worthy & there is even an outdoor soaking tub. WIFI & AC

Sunny Sarasota Vacation Home - VR2400236

Quiet Neighborhood - Single Private Home, Great Location! This beautiful home includes 3 bedrooms, 2 bathrooms and sleeps up to 10 people. Near #1 Rated SIESTA KEY BEACH & LIDO KEY BEACH. Come and relax in this newly renovated home. Large living room, dining room and lanai to accommodate your friends & family. 5 TV's, DVD players, Cable, Internet. Fully equipped kitchen & laundry. Bus stops, grocery stores & restaurants are near by. Base rate covers 6 guests; $20.00/night/additional guest.

Family Getaway | Private Pool | Entertainment

Welcome Home Nestled in a safe, family-oriented neighborhood, our spacious home offers a peaceful getaway for all guests. Family-Friendly: Saltwater pool and game room. Comfortable and Relaxing: Spacious, clean, and cozy. Outdoor areas for sunbathing and fireplace evenings. Explore with Ease: Walk-friendly area near stores and restaurants. Bikes available. Amenities Galore: BBQ grill, outdoor fireplace, and more. Seamless Experience: Great communication, smooth check-in, and check-out.

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!

❤ Villa & Garden in Downtown ~ 5 Min to Beaches

Our bright and contemporary Heart Villa offers the quintessential Sarasota downtown and beach experience. It is nestled among tropical trees in a charming cul-de-sac in historic Laurel Park – right in the heart of downtown with loads of restaurants, boutiques, and sights on offer. Several fantastic beaches are just 5-mins ride away! And the villa's private garden is the perfect place to enjoy alfresco dining! We’ve poured our hearts & souls into this villa, it's our family business.

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.

Charming Sarasota Home with Pool!

Charming 3/2 home with a pool! very safe neighborhood, 8.9 miles to Siesta Beach and 5.5 miles to Lido Beach. 15 minute walk to The quaint little village of Pinecraft and Der Dutchman Restaurant and more restaurants and shops. Very clean, private back yard, heated pool, coffee station... really everything you need for a relaxing and enjoyable stay in Sarasota.

Den Oso- Esperanza home close to the malecon

This house is located in Esperanza, a small artsy fishing village. It is the best of both worlds as it is located close to the the Malecon (the beach strip), while being situated on a quiet residential neighborhood. It has a view and many amenities (see photo descriptions for details). Please check out our reviews!

Arroyo Guest House near the Beach

Vacational house for Rent Furnitured 3Bd 1Br Wifi, TV, A/C and laundry included, capacity for 7 Guests, nearby Quebrada Salada, 3 mins from Malecon of Arroyo, 5 mins away of Arroyo Surfing Park, Arroyo Conventional Center and Arroyo Town & 10 minutes away Punta Guilarte Beach