Family-friendly holiday rentals in Don Pedro Island

Sunset Beach House

This beautiful beachfront house is located on Little Gasparilla Island with three-bedroom/two-baths. It is tucked away, just off the main drag of this quiet, “off the beaten path” island. Escape your busy life on the mainland and enjoy outdoor living space with amazing 180-degree views of the Gulf of Mexico. Enjoy your private beach path and shared dock, which is perfect for fishing! You can catch your dinner and come back to the house and grill it on deck while watching a breath-taking sunset.

"Everglade Kiss" 3b 2b BBQ, hot tub

"Everglade Kiss"3 bed 2 bath 1 car garage villa, quartz kitchen corner tops ,65 inch TV in living room, lanai has 16 jets hot tub , BBQ Back yard is shareable.South West Florida's prime boating and beaching communities with the Charlotte Harbor and The Gulf of Mexico minutes away.Community offers public sidewalks, parks, with boat ramp, picnic area, playground. The waterways provide place for kayaking, paddle boarding, and fishing. Enjoy a memorable visit when you stay in this unique place.

Island Estate. Beach, Bay, Nature. Lux! Extras!

Little Gasparilla Island. Main house of 5-acre, beach-to-bay "old FL" estate. Bay in front, pristine beach in back. Very private, natural setting on the bay Florida Blueway KayakTrail and Aquatic Preserve, bordering Don Pedro nature preserve parkland. Kayaks & SUPs for exploring the bay, beach gear and games. Abundant birds, fish, shells, & wildlife. Manatee and dolphin are common. Accessible only by boat/water taxi. No stores, few people. 2 ensuite bedrooms. Bunk bedroom & loft.

Gulfstream Haven

Welcome to Gulfstream Haven, a 1700 sf 3 bedroom 2 bath pool home conveniently located 8 minutes from Englewood beach with many shops and restaurants nearby. The home features a king size bed in the master bedroom, 2 singles in 1 bedroom and a king size in another. There is a double sleeper sofa in the family room for 2 extra guests. All bedrooms feature walk in closets. The large screened-in lanai has plenty of seating for all occupants, with direct access to the guest bathroom.

Island Getaway•Beach House•Dock•Pet Friendly

Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off Florida’s West Coast in the Gulf of Mexico. Access is for residents and renters only, you will arrive by your private boat or jump aboard the water taxi for a 10 minute ride to our dock. No cars, shops, or restaurants on the island. The 7 mile beach is private and uncrowded. Get around LGI by renting a golf cart or explore by foot-you decide.

Canal Home w/ Escape Room, Pool & Dock, Pets OK

"Start your stay with something totally unexpected: our QR Clue mystery adventure, included with every booking. As you settle into the home, you’ll discover hidden clues containing interactive puzzles woven through the living spaces. Make it to the end to solve a long-standing mystery and win a take-home prize as a keepsake. It's an escape room-style challenge designed for all ages to create fun, memorable moments without ever leaving the comfort of the house.

Salty Mermaid onLittle Gasparilla Island/LGI

Charming beach house on Little Gasparilla Island (LGI) The Salty Mermaid offers a unique tropical paradise with 7 miles of undisturbed white sandy beaches. Embrace the old Florida Island vibe. Enchanted island steeped in pirate lore, legend has it, the spanish pirate Jose Gaspar, nicknamed Gasparilla, made this beautiful island his secret base hideaway. Local legends whisper of buried treasures hidden beneath the islands sandy shores. Come get Salty!

Mermaid House on Wilhelm A- Manasota Key, FL

The Mermaid House on Wilhelm survived Milton and is still a wonderful getaway on Manasota Key. Just 120 steps to the beach with everything you need to make your stay perfect. Get the privacy of Manasota and a variety of nightlife close by on the island. The entire upper is yours with this rental. The house has a full kitchen, Smart TVs and 1 gig internet. Sit on the porch, enjoy a glass on wine and the perfect view of the gulf.

Island Escape • Dock Access • Quiet Beaches

Escape to Coastal Sol, a newly built 3-bedroom, 2.5-bath retreat on exclusive Don Pedro–Knight–Palm Island. Reach the island by private boat or a short 5-minute car ferry—part of the adventure that keeps this quiet barrier island uncrowded and peaceful. Enjoy classic Old Florida charm, access to a nearby deep-water dock for boating and fishing, easy access to quiet Gulf beaches, warm coastal breezes, and spectacular sunsets.

Secluded Paradise,Heated Pool,Beaches and Golf n.

Our stunning retreat is designed for comfort and relaxation - with a spacious living room, fully equipped kitchen, and inviting bedrooms that can accommodate up to six guests. Enjoy the serenity and privacy of a pool area without neighbors, perfect for unwinding in peace. Savor delicious outdoor dining and stay connected with high-speed internet via STARLINK. Don't miss out on this amazing opportunity to escape to paradise.

Spacious 2 Bedroom Home | Near Beach | Heated Pool

This beautiful home just minutes from the beach offers 2 spacious king bedrooms, a queen sofa bed in the large open living area, and a full kitchen ready for entertaining. Gather your family around the dining room table for food and games and then relax on the lanai or have a float in the pool. The hosts provide Margaritaville frozen concoction machine, 2 bicycles, beach chairs, beach towels, shark tooth tools, and more.

The Oz Parlor 2.9 mi beach

The Oz Parlor apartment was originally the main house of this whimsical property. It has loads of charm It is a great place to relax and Just Bee... Please note I don’t have cable TV my TVs are wireless I have Netflix, Amazon and YouTube TV Located in the Historic District of Englewood a lovely walk to fine restaurants, Indian Mound Park on Lemon Bay and 2.9 miles to Englewood Beach.