Pet-friendly holiday rentals in Captiva

4.95 out of 5 average rating, 100 reviews

A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.

Condo in Sanibel

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.

4.9 out of 5 average rating, 10 reviews

Luxury BeachFront~Fishing Dock~Swim Spa~Shelling~

A Luxury BeachFront home for comfort & elegance, Paraíso features 2 ground-level bedrooms for easy access and 2 upstairs bedrooms in the main part of the house, the perfect blend of privacy and togetherness. Equipped kitchen with indoor and outdoor seating areas. Arrive by ferry & stay in pure island luxury. ✔ 1 King Bed~2 Full Beds~2 Bunk Beds~1 Queen Bed ✔ Heated beachfront swim spa ✔ Private fishing dock ✔ Outdoor BBQ kitchen & dining ✔ping pong, & indoor/outdoor games ✔ Washer/dryer, Wifi,

A bright, airy living area features large windows showcasing panoramic Gulf views. A spacious seating arrangement is positioned around a central coffee table, inviting relaxation. The coastal-inspired decor complements the natural light that floods the space, enhancing the serene atmosphere of the beachfront retreat.

5 out of 5 average rating, 11 reviews

Beachfront Oasis w/ Golf Cart and Paddle Boards!

💰No nickel & diming : AirBnb & cleaning fees included! 🤝 local concierge support for a stress-free stay! 🏖️ Beachfront paradise, bordered by untouched nature on both sides— serene, and truly private 🚲 2 bikes + 🛶 2 paddleboards included for island adventures on land and sea 🛺 Golf cart provided for carefree island cruising 🛏️ Oversized primary suite: king bed, lounge areas, desk & full ensuite bath 🏡 Detached casita with private king suite—ideal for guests, couples, or quiet retreats!

A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.

4.95 out of 5 average rating, 140 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE WINTER 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

A two-story beach house features a bright blue exterior and large windows, surrounded by palm trees and lush greenery. A wooden staircase leads to the entrance, with a deck visible on the upper level. The sandy area offers a welcoming beach environment.

4.9 out of 5 average rating, 122 reviews

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.

The exterior of a two-story house is framed by palm trees, showcasing a welcoming entry with steps leading up to a spacious deck. Lush green foliage surrounds the home, providing a tropical feel beneath a clear blue sky.

4.86 out of 5 average rating, 144 reviews

#Closest2Beach - 3BD/3BA Oasis by RITZ BEACH GOLF

CLOSEST RENTAL HOME TO BEACH in Naples Park. Sleeps 6 with possibility of up to 10 by adding the additional Private Suites if available. Great Home for Large Family Vacations located near Ritz Carlton Beach Resort in Naples. Short Stroll to soft white sands at Vanderbilt Beach-Restaurants-Shops-Boats! See other listings for options: #Closest2Beach - 4BR/4BA Lux by RITZ- BEACH & GOLF #Closest2Beach - 4BR/4BA Cabana by RITZ BEACH GOLF #Closest2Beach - Huge 5BR/5.5BA by Ritz & Beach

Guest suite in Fort Myers Beach

A modern kitchen features stainless steel appliances, including a refrigerator and oven. White cabinetry contrasts with a textured brown rug. Natural light flows through large windows, enhancing the bright atmosphere. Potted plants add a touch of greenery to the space.

4.89 out of 5 average rating, 288 reviews

Charming suite w/ private deck Downtown FMB

Discover the perfect blend of modern and tropical charm at our 1BR/1BA loft apartment in Downtown Fort Myers Beach. Just a 2-minute walk to the white sands, this upscale retreat is walking distance to the beach, Times Square, restaurants, bars, and shops. Enjoy water sports, kayaking, parks, and more. Ideal for couples, snowbirds, or anyone seeking a tropical escape, The Loft FMB combines modern comforts with island relaxation truly designed to feel like your home away from home.

4.94 out of 5 average rating, 188 reviews

A spacious living area is displayed with light-colored laminate flooring and neutral-toned furnishings. Two soft blue armchairs and a matching sofa are positioned around a coffee table. A ceiling fan and wall-mounted television enhance comfort. A bar table with stools is visible in the background.

Home in Fort Myers

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:)

A refreshing heated saltwater swimming pool is surrounded by a screened enclosure, featuring two sun loungers partially submerged in water. An oversized teal umbrella provides shade, while a small floating tray holds drinks. The serene canal views are visible in the background.

4.97 out of 5 average rating, 150 reviews

Heated Pool & Game Room Waterfront Family Retreat

★ New 4BR/2BA Waterfront Home ★ Top-Rated for Cleanliness & Comfort ★ Heated Saltwater Pool & Hot Tub ★ Screened Lanai + Grill + Sunset Views ★ Fully Stocked Kitchen & Game Room ★ Spacious Open Floor Plan – Sleeps 12 ★ Fishing, Fire Pit & Outdoor Dining ★ Relax Under Palms by the Waterfront ★ Minutes to Cape Coral Beach & Dining ★ Close to Fort Myers, Sanibel & Gulf Fun ✨ Villa Belleriva: Where comfort, style & Florida sunshine meet for an unforgettable stay in paradise.

4.98 out of 5 average rating, 59 reviews

A heated saltwater pool is enclosed by a spacious screened area, allowing for relaxation and sun exposure. Lounge chairs and vibrant orange seating are positioned beside the water, with views of a tennis court visible through the mesh walls and lush landscaping beyond.

Home in Sanibel

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.

A serene pool area is surrounded by vibrant tropical landscaping featuring pink flowers. Comfortable lounge chairs equipped with cushions are positioned beside the inviting blue water. A shaded area with an umbrella offers relaxation options, while a colorful beach ball floats in the pool.

4.81 out of 5 average rating, 134 reviews

707 Palms Resort | Private Pool & Huge Fenced Yard

Welcome to 7 Palms Resort! This freshly updated 3BD, 2.5BA, pool home is perfect for your next vacation! This home has a fully-equipped kitchen & dining area which overlook the heated pool & spacious backyard. The home is decorated with coastal charm & you'll be sure to enjoy your stay here. 7 Palms Resort is within walking distance to our world famous, white sand beaches, and just minutes from shopping, dining & entertainment.

4.84 out of 5 average rating, 125 reviews

A spacious master bedroom features a king bed dressed in white linens accented by decorative pillows. Soft lighting from a bedside lamp complements the natural light filtering through sheer curtains. A cozy armchair and a wall-mounted TV enhance the comfortable atmosphere.

Cottage in Naples Park

Cozy Cottage Near Vanderbilt Beach

This is a sweet and cozy Naples Park home that will make you want to relax and put your feet up. It is walking distance from the Mercato which features shopping, restaurants, and bars. Guests can easily bike to Vanderbilt Beach located 1.5 miles from the front door with the provided beach cruisers. Trader Joes, Whole Foods, Publix, Kayaks, Golf courses and movie theaters are located in the immediate area.

Popular amenities for Captiva pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A spacious screened pool area is shown, featuring a heated saltwater pool with built-in bench seating. Lounge chairs are positioned along the edge, and a hammock is visible nearby. The outdoor dining area and sectional seating are included, with a 55" Smart TV situated to provide entertainment.

5 out of 5 average rating, 56 reviews

Private Palm Oasis - Close to Beach

4.72 out of 5 average rating, 109 reviews

Classic Naples Florida Beach Cottage

5 out of 5 average rating, 47 reviews

The pool reflects the two-story house, which features a spacious terrace above with ceiling fans and outdoor seating. White railings outline the property, and palm trees are visible nearby. The scene conveys a bright and inviting outdoor space for relaxation.

Home in Saint James City

Gulf getaway! Boat dock, heated saltwater pool

An aerial view reveals a private backyard oasis featuring a sparkling pool and attached hot tub. Lounge chairs are arranged around the pool area, while a seating arrangement with a fire pit is located on the lawn. Lush greenery surrounds the entire space.

5 out of 5 average rating, 10 reviews

Naples Beach, Heated Pool/Spa, Luxury New Home

The exterior of a blue cottage is shown, featuring a second-floor loft area with a deck. Lush palm trees and green shrubs surround the property, enhancing its tropical setting. A staircase leads to the main entrance, which is partially obscured by shadows.

4.92 out of 5 average rating, 13 reviews

Spacious Crab Cakes Cottage w/Golf Cart & Starlink

5 out of 5 average rating, 16 reviews

NamaStay - Luxury 4BR w Private Heated Pool

A private outdoor space features a saltwater pool and hot tub, surrounded by lush greenery. Comfortable seating arrangements include a fire pit and outdoor dining area, all sheltered under a screened enclosure, providing a tranquil setting for relaxation.

4.97 out of 5 average rating, 210 reviews

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

The exterior of the home features a screened porch elevated above the ground, providing a shaded area for relaxation. Lush green palm trees and tropical foliage surround the space, creating a serene environment. A pathway leads up to the entrance, emphasizing the island's natural beauty.

4.77 out of 5 average rating, 35 reviews

The Blue Pearl-short walk to beach

Pet-friendly home rentals with a pool

4.89 out of 5 average rating, 28 reviews

Great Location, Sleeps 8, Heated Pool!

5 out of 5 average rating, 19 reviews

Palm Tree Paradise - 1 Mile To The Beach

A heated pool is framed by a screened enclosure, reflecting the soft blue of the water. Oversized loungers are positioned around the pool area, while the evening sky displays a gradient of pink and purple hues, creating a serene and inviting atmosphere.

4.98 out of 5 average rating, 64 reviews

Heated Pool Gulf access Canal Centrally Located

4.94 out of 5 average rating, 369 reviews

Home in Fort Myers

Whole cozy house

The exterior showcases a modern home with a spacious driveway and lush landscaping under a vibrant sky. A cozy outdoor seating area adorned with tropical plants and a pool presents a serene waterfront view, complemented by a well-lit interior featuring a stylish dining area.

4.93 out of 5 average rating, 56 reviews

DOG friendly vacation home/3BR/2.5BA/heated pool

An aerial view showcases a heated saltwater pool surrounded by spacious decking and poolside lounge chairs. Beyond the pool, two putting greens are visible, complemented by a hot tub nearby. Lush greenery accents the outdoor space, creating a serene retreat.

5 out of 5 average rating, 51 reviews

Beach, MiniGolf, HTD Pool, 2 Mstr Suites, 3 Kings,

Apartment in Bonita Springs

A spacious living area is highlighted by a comfortable couch and a wooden coffee table. The kitchen is visible in the background, featuring modern appliances and a dining area with a black table. Natural light fills the space through large windows and a sliding door leading outside.

5 out of 5 average rating, 54 reviews

6min to Beach·Heated Pool·Pet Friendly

A heated pool is surrounded by a spacious patio under a screened lanai. Comfortable outdoor seating areas are visible, framed by modern furnishings. Lush greenery along the perimeter enhances the serene atmosphere, with large windows showcasing the indoor living space.

5 out of 5 average rating, 66 reviews

Hastings Hideaway

Private, pet-friendly home rentals

5 out of 5 average rating, 5 reviews

A round outdoor table with four metal chairs is positioned on a concrete patio. Surrounding plants add greenery to the setting, creating a relaxed outdoor dining area. The ground features gravel and a few decorative stones, enhancing the natural ambiance.

Home in Saint James City

Sun Fish Island Retreat

5 out of 5 average rating, 21 reviews

Apartment in Fort Myers

Luxury II

4.97 out of 5 average rating, 35 reviews

A spacious two-story home showcases a large outdoor deck and a well-maintained landscape featuring various tropical plants. The exterior features light-colored siding, a brown shingled roof, and ample windows that allow natural light. Pathways lead through the surrounding greenery.

Home in Bonita Beach

Elegant Beachside Luxury Home Awaits!

5 out of 5 average rating, 8 reviews

An aerial view showcases a colorful bungalow surrounded by palms, situated just steps from the beach. The home is highlighted by a vibrant exterior and is positioned among other residences in a coastal setting, with the ocean prominently visible in the background.

Home in Fort Myers Beach

‘Coconuts on the Beach’ House + Hot Tub

Apartment in Fort Myers Beach

4.86 out of 5 average rating, 35 reviews

Sun & Fun | Beach Front Condo, Pool, Tennis

A tropical backyard oasis features a thatched tiki hut surrounded by lush greenery. Comfortable seating is arranged under the shade, while a patio area paved with large stones is visible. Palm trees rise in the background, creating a serene outdoor setting.

4.96 out of 5 average rating, 50 reviews

Sunny Sands Escape

A serene backyard space features a winding pool surrounded by lush greenery and colorful lounge chairs. A gazebo offers shaded seating, while pool floats in vibrant colors rest on the water's surface. A patio area provides space for relaxation and outdoor dining.

4.98 out of 5 average rating, 48 reviews

Studio Backyard Oasis | Pool, Hot Tub, Fire Pit

The exterior of the cottage is showcased against a vibrant sunset sky. A manicured lawn with colorful shrubs surrounds the property. Large windows reflect the evening light, while a modern metal roof complements the inviting design. A paved pathway leads to the entrance.