Pet-friendly holiday rentals in Captiva

Heated Pool | Canal | Modern | New | Southern Exp.

Welcome to the brand new, absolutely stunning, Villa Southbreeze! This 3 bedroom, 2 bathroom vacation rental is fully furnished &equipped. Stunning high ceilings, huge 72" fireplace, office, laundry room all Samsung stainless-steel appliances, and much more. Out by the huge screened-in pool area you'll find a private electric heated pool, BBQ propane grill, several loungers, large table + chairs. The heated pool features two fountains and a shallow "beach area". Welcome to the villa Southbreeze!

Right on the Beach with the Best Views and Rates!

Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Amazing views of the Gulf with 5 star ratings! 3-day min. Sustained min. damage from Hurricane Ian. New hurricane windows, freshly painted with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1: King bed, en suite, smart TV. BR 2: 2 twin beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow small dog.

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!

Gulf House with pool and generator.

Beautiful single family house with an elevator and backup generator right across the beach. Large kitchen with morning nook and dinning area overlooks the beach. Tastefully decorated with designer furniture. Private backyard, backs to nature reserve. Covered all season pool with shower, gas grill and outdoor dining table. Beautiful landscaping! Close proximity to restaurants and all amenities. Enjoy with beautiful sunsets from front yard or take a stroll on the beach across the street.

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE FALL SPECIALS 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 unbeatable proximity to the beach STAY WITH US

Sunny Sanibel - Gorgeous Walkout Unit

Loggerhead Cay 351 is a fantastic ground floor walk out condo residence in the sought after Loggerhead Cay development of Sanibel`s East End. "Sunny Sanibel" features two spacious bedrooms and bathrooms, a fully equipped kitchen, direct Gulf views, and a walk out patio, this residence is both beautiful and functional! With resort grade amenities including tennis, pickleball, Olympic sized heated swimming pool, shuffleboard, and community grills, guests will surely return year after year!

Blue Laguna - Vacation in paradise!

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

Turtle Escape: Pool, Beach & Fun!

🍹 Outdoor Oasis: Pool, Bar, Games, TV & Shower 🐚 Beach Access: A Short Leisurely Stroll Away 🛥️ Shared boat dock - ask about availability. 🎾Access to club with tennis, pickleball. 🏠 Chic Mid-Century Surf Aesthetic 🛌🏽 Supreme Rest: Westin Heavenly Beds ✅ Gourmet Chef’s Kitchen 🏖️ Premium Beach Essentials: Chairs & Umbrellas 🐶 Pet-Friendly 🧻 Full Amenities: Luxury Toiletries & Supplies 💻 High-Speed Internet 😊 Dedicated 24/7 Local Host Support for a Perfect Stay!

Beachfront 2BR / 2BA Condo–Gulf-Front, Pool, Bikes

Loggerhead Cay 472 – Spacious, Serene & Pet-Friendly Beach Retreat on Sanibel Island Welcome to your home away from home! Loggerhead Cay 472 is a beautifully decorated pet-friendly 2-bedroom, 2-bath condo that comfortably sleeps up to 6 guests and offers all the space, charm, and coastal comfort you need for an unforgettable Sanibel stay. Bring your well-behaved pup along — this unit welcomes dogs (with approval) so your whole family can enjoy the beach life together!

699 Gulf Breeze Oasis · NEW Heated pool w Sundeck

Welcome to 699 Gulf Breeze Oasis! Come in and stay in our fully remodeled, contemporary vacation home or relax in our NEW heated pool! Featuring a gorgeous, waterfall fountain & sun deck surrounded by lush tropical foliage. 699 Gulf Breeze Oasis is your bound to be your newest, completely private vacation home! Located just a mile to world class, white sand beaches, waterfront dining, live entertainment and open air shopping! We look forward to hosting you!

Coastal Chic Island Escape

Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

South Side Tortuga Sunset Pool, Cart & Starlink –

Tortuga Sunset | South Side Oasis w/ Starlink Escape to Tortuga Sunset, a 2021-built retreat on North Captiva’s South Side. Enjoy Starlink internet, a heated saltwater pool & spa, and stunning ocean + airfield views. Spacious 2,350 sq ft home sleeps families with 3 king suites, bunk + Murphy beds. Includes 6-passenger golf cart and optional Island Club access. Secluded beaches, trails, and dining nearby—your Caribbean-style escape without leaving Florida!