Pet-friendly vacation rentals in Caribbean

South Venice, FL. Ideal vacation home.

Located in a desirable community of South Venice . Venice, Manasota and Sharky's beaches are located only 5 miles away. The Historic Venice avenue of unique shops, restaurants, special events, Farmer's Market, tennis courts and Children's Fountain are close by. Newly Renovated home in a quite and peaceful area is an ideal place for any season gateway. A great place for biking, running, walking. My place is good for couples, solo adventurers, families (with kids), and furry friends (pets).

MAY SALE! Beach Sarasota Coast, NEW Yard Pets OK!

Our unique villas sit just 1/2 mile from one of Florida’s most pristine beaches. Many local restaurants and shops are easily accessible. The villas also have an attached yard/field perfect for pets, 40 lb max total weight . The local beach is considered one of Florida’s finest with only one access point for over 7 miles of private beach! We have been super hosts for years and love creating great memories Please read our reviews! Two adults, two kids maximum capacity...:) Chris and Michelle!

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.

Aloha Villa Pet Friendly 3 miles to Siesta Key #2

Your home away from home! Relax with your family & friends in this single story duplex in a quiet neighborhood, located a few miles from Siesta Key and Lido. Featuring original terrazzo floors and 3 br, this home offers a perfect cool and comfortable getaway for your family and pet. - Sleeps 7 people - Central location: Siesta Key 3 miles away Lido Key 4 miles - Fenced in backyard - Soft luxury bath towels - Beach chairs, umbrella, rolling cooler, toys - Fully stocked kitchen with Instant Pot

Cottage nestled in old oak hammock with pond.

New lake front cottage, nestled in a beautiful volunteer oak hammock, spread across 3.75 shady acres. People feel an undeniable positive energy when relaxing under these amazing oak trees. Under the trees you’ll enjoy a picnic area with a grill, Bluetooth speakers, a bed swing, plus 3 more swings, lighting, smokeless fire pit, and more. Just 4 miles to Kissimmee Prairie State Preserve. We are surrounded by pristine nature, wildlife, and dark evening sky’s. The star gazing is phenomenal.

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 1 mile from 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:)

The Blue Conch - Read About 4th Bedroom!

Welcome to ‘The Blue Conch’, a home that is a stone's throw from various amenities including shopping centers, grocery stores, great restaurants, and, of course, Siesta Key beach. The main house is 3 bedroom /2 bath PLUS there is a separate pool house- ‘The Surf Shack’ with its own bathroom and kitchenette. The Surf Shack is available for an additional $49 per night. Relax by the beautiful screened in pool, while your furry friends can enjoy the large fenced in backyard!

PoolsideParadise-Kid&PetFriendly

Escape to this charming ranch-style home, centrally located just minutes from schools (FGCU), RSW airport, shopping, and gulf beaches. Enjoy sunny days by the sparkling pool, where kids can splash and play while pets roam freely in the spacious fenced yard. With cozy living spaces and a fully equipped kitchen, this home is perfect for relaxation and family fun. This is the ideal getaway for families and pet lovers alike. Book your stay and create unforgettable memories!

Sandee's Cottage

Cute little cottage in a quiet small beach town neighborhood. One and a half miles to beautiful Hobe Sound Beach, an easy walk or bike ride.! Plenty of little shops and grocery stores within a mile of the cottage. If you like fishing bring your poles, lots of good spot Animals under 40lbs. are welcome; we do have a nice fenced in yard.! No cats! Highly allergic!!! A 25.00 fee 1 time will be charged for all pets