Pet-friendly vacation rentals in Captiva

McGregor’s Gem• Heated Pool 3BR/2BA River District

🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

The Snook & Rod Club (Waterfront)

Welcome to the Snook & Rod Club. If you want a place to relax, bring your family, or friends this is the place to be! We are on a canal with a 50' captains walk you can tie your vessel to while you stay. Our island getaway property is located on the northern end of Pine Island (off of FT Myers/ Cape Coral) in the quiet community of Bokeelia FL. We are perfectly located in a neighborhood of canals right down from Jug Creek Marina and are set up for retired couples, families, or fishing buddies

Blue Laguna - Vacation in paradise!

This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!

Island Paradise-The Sandy Banana-across from beach

Relax and enjoy a little taste of paradise in this beautiful home with 3 master suites and a large loft area that has twin beds that double as a sofa, its own coffee bar and mini fridge. Tucked in and surrounded by beautiful sea grapes and palm trees you'll feel like its your own private oasis. Located on the quiet west end of Sanibel Island only a two minute stroll to one of the quietest beaches on the island. You're sure to enjoy nightly sunsets over the Gulf of Mexico during your stay!

Panoramic Ocean Views, Sleeps 10, Heated Pool

🧭 The Compass Rose | Beachfront Getaway 🌴 Steps from the island’s widest, most beautiful beach with panoramic Gulf views, a private heated pool, 2 golf carts, and 4 kayaks! Enjoy 4 king beds, 5 decks (including a rooftop perch!), a gourmet kitchen, ping pong, foosball, and more. Located 50 yards from the only public Gulf beach access with golf cart parking. Explore North Captiva—Florida’s secret island paradise, accessible only by boat. Sleeps 10. Pet-friendly (case-by-case). No parties.

NamaStay - Luxury 4BR w Private Heated Pool

Nama-Stay is located on a barrier island in southwest Florida. In fact, the only way to get to the island by boat or private plane. This is THE spot for a relaxing beach vacation. Enjoy your own private heated pool along with all the amenities that are offered by the island's private club. The house also comes with two golf carts so you can easily explore all the island has to offer. This house is a 30 second golf cart ride to the Island Club and a 1 minute golf cart ride to beach access!

Steps to Beach Captiva Includes CLUB & Golfcart

BOOKING SUMMER 2026 HOST PAYS AIRBNB FEE ! SPECIAL Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and proximity/ steps to the beach

2/2 SandDollars, CLUB, Boat Slip

“Sand Dollars”—a 2 bed, 2 bath beach house on North Captiva, a private island only accessible by boat. A quick 30 minute trip from Pine Island, North Captiva is a golf cart only island (that’s right, no cars!) that has the best beaches and shelling in the area. Sand Dollars is located one block in from the beach (200 steps). Sand Dollars has a Island Club membership with access to 2 swimming pools, paddle boards, kayaks. BYOB—bring your own boat and park at our boat slip (extra fee).

Luxury Canal Villa•Heated Pool•Dock•Fishing•Kayaks

Welcome to Sprocket Boathouse, a dream waterfront escape. Beautiful views, a sparkling heated pool overlooking one of the widest canals in Cape Coral, and with western sun exposure, the house gets ☀️ all day. Don’t miss the incredible sunsets and sunrises! You won’t be disappointed. Spend hours swimming, kayaking or fish off your own private dock (kayaks & rods included.) Make sure to keep a look out for all the wildlife! You can spot iguanas, turtles & herons on the waterfront.

Luxury Home, Steps to the Sand! Pet Friendly!

Breathtaking sunsets await from the second story wrap-around deck on this gorgeous coastal style newly built home located steps from Bonita Beach and the famous Doc's Beach House! This home features a premier location and luxury stay all in one. Walk just steps to the beach, rent a boat, paddleboard, jet ski, cabana or beach loungers just across the street at Docs or enjoy an incredible meal at one of the areas great local restaurants just mins from the door!

Private Island Oasis! Gulf Views + Pool & Carts

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🌴 Total privacy in a lush garden retreat 🌅 Front-row sunsets with unobstructed gulf views 🌿 Scenic trails through the preserve to the beach 🏊‍♀️ Screened-in pool & hot tub—(bug-free comfort year-round!) 🎲 Indoor & outdoor games for all ages 🚲 2 bikes + exercise equipment for active guests 🚙 Explore the island with 2 private golf carts 🎾 Access to nearby tennis & pickleball courts