Pet-friendly holiday rentals in Caribbean

Be an AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Tranquil Vibes ~ Pet Friendly Private Pool Home

Welcome to our cozy pool home with screened porch, deck w/ remote control lighting of cabana for evenings. Grill, tropical fruit trees, plants & private fenced yard. Coastal cottage decor mixing vintage finds in newly remodeled space. Neighborhood is peaceful w/ close drive to beaches, restaurants, golfing, parks & shopping. Each bedroom has cooling mattress pads & ceiling fans. Pets welcome! Beach chairs, cooler, bikes, beach umbrella, pool floats, yoga mat, games/books-.Long stays welcome

Sarasota Getaway Guest House

Fully private & not shared with others Seasonal rates commence Nov 1 2023 - April 30, 2024 Longer Term Lower Rate Rentals commence May 1, 2024 - Nov 24 (Long Term rental rates available - please contact) Enjoy the luxuries of staying in the Gillispie Park area Dog Park, Tennis, Pickleball...... Walking distance to downtown where guests can find wonderful dining, entertainment, Saturday morning Farmers Market and much more Close to beaches and Arts and Entertainment and St. Armands Circle

Beach Centric & Cozy 3BR Home in the Cape

Come relax in the Cape! Spacious living room with a 75-inch 4K TV with: Netflix, Disney+, Hulu+ LiveTV, ESPN+ and Prime Video. The kitchen is fully equipped with a coffee and espresso station, and a very well equipped kitchen. Enjoy a master bedroom with a king-size bed, a 55 inch 4K TV, and an ensuite bathroom. A second bedroom with a queen-size bed and a third bedroom with 2 twin-size beds and a work from home office space with high-speed wifi. There is a second bathroom with a bathtub.

Whole cozy house

Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

So Beachy! Pet friendly and free early check-in!

Welcome to SO Beachy!! This family and pet friendly 1200 sqft home has been fully renovated and beautifully decorated, featuring everything you need to relax and enjoy our location that is within 5 miles of Sanibel, Fort Myers Beach, and Bunche Beach! Enjoy the beautiful sunsets on the beach and stay with us knowing you have all the beach supplies and basic necessities you could need for your stay! I allow free early check-in as soon as I am finished cleaning:)

Pet Friendly 3 Blocks To The Beach

You’ve found it! The perfect, Pet Friendly home for you and your family’s beach vacation in Venice Fla. Located on the Historic Island of Venice, this remodeled 3 bedroom/1 and a half bathroom single story home is a short three block walk to the beach. It is also close (1/2 mile) to Sharky’s on the Pier, Lake Venice Public Golf Course, Brohard Park dog beach, and a host of other destinations and activities. Have fun and enjoy beautiful Venice Fl!

Tranquil, pet-friendly-yard and 6 mins from beach

- Tranquil home with large completely fenced yard which pets love. - Fast fiber 1 Gigabit/sec internet. - 6 minutes from Englewood beach (public access (as of 1/27/2025) closed due to hurricane Milton). Closest open beach is Manasota Key Beach 22 mins north) - 3 minutes from (Starbucks, Walmart, more) - Rooms in opposite corners of home for extra privacy. - 3 large screen smart TVs

Tropical and Tranquil Bradenton Hideaway

This beautiful 2BR apartment affords a prime central location to both the Sarasota and Bradenton beaches. Spend a sun-soaked day by the Gulf, or simply unwind in your spacious backyard with an outdoor hammock, al fresco dining, and a grill for cookouts. EXTRA AMENITIES This pet-friendly home ($150 pet fee) includes complimentary Wi-Fi, beach chairs, and parking.