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.

5 out of 5 average rating, 16 reviews

A charming two-story home is surrounded by lush tropical landscaping. The exterior features a bright yellow facade with green accents, complemented by a large screened-in porch on the main level. Concrete walkways lead to the entrance, framed by natural beauty and garden elements.

Home in Sanibel

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!

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

5 out of 5 average rating, 18 reviews

A bright and spacious living area features a cozy seating arrangement with neutral-colored sofas and decorative pillows. A dining table with white chairs sits nearby, complementing a woven pendant light above. Large windows provide natural light and views of the surrounding landscape.

Condo in Sanibel

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!

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

4.92 out of 5 average rating, 168 reviews

A cozy living room is presented with two comfortable couches and a glass coffee table. A large smart TV is mounted on the wall, displaying a scenic beach view. Soft lighting from lamps creates a relaxed atmosphere, while a decorative rug adds texture beneath the seating area.

Condo in Naples Park

Seas the Day! Beach*Wine*Dine*Relax. And repeat!

A sunny vacation home, ideal for families, couples, or friends - a vacation, or a staycation. Located in north Naples Park, Vanderbilt beach with its sugar white sand, is 5 minutes away by car. It is also around the corner from Mercato, one of the highlights of the Naples scene for shopping, dining and entertainment. A cute home away from home, you'll find everything you need for a relaxing stay. Just remember to bring your sunglasses and flip flops and enjoy a taste of Florida life!

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.

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, 149 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.

An open-concept living area features a spacious blue sectional sofa, complemented by a round coffee table. A dining area with stylish chairs is visible, alongside a modern kitchen with sleek finishes. Natural light pours in through large windows, accenting the wood-beamed ceiling.

5 out of 5 average rating, 18 reviews

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

A heated pool is surrounded by a screened-in lanai, showcasing clear blue water reflecting sunlight. Two lounge chairs with striped cushions are positioned nearby under a spacious umbrella, offering shade against the bright sky. Lush greenery is visible in the background, enhancing outdoor privacy.

4.91 out of 5 average rating, 173 reviews

555 Royal Palm Villa | Luxury Heated Pool Home

Luxury resides at this 3 Bed/2 Bath with Heated Pool. You'll surely be happy spending your stay at this single family home located on the most desired block of the popular Naples Park neighborhood, only a 3 minute drive from Vanderbilt Beach and Wiggins Pass Beach. Xfinity Comcast Cable & Internet service Free to our guests. Beach chairs, umbrellas and towels are available to make your trip to the beach an easy one.

Popular amenities for Captiva pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5 out of 5 average rating, 56 reviews

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.

Home in Bonita Springs

Private Palm Oasis - Close to Beach

A spacious open-concept living area is showcased, featuring a modern kitchen with an island and sleek cabinetry. Large glass doors provide abundant natural light and views of the outdoors. Rustic wooden beams contrast with the contemporary décor, highlighting both elegance and comfort.

4.91 out of 5 average rating, 69 reviews

AquaLux Smart Home

Superhost

4.72 out of 5 average rating, 109 reviews

Classic Naples Florida Beach Cottage

4.96 out of 5 average rating, 24 reviews

A spacious room is furnished with two queen beds, each set against a light-colored wall. A wooden bench is placed at the foot of each bed. A ceiling fan is mounted above, while the area transitions into a modern kitchen visible in the background.

Home in Fort Myers Beach

1min walk to beach, BBQ, Free Parking, Beachgear

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

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

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

Pet-friendly home rentals with a pool

The outdoor area features a heated pool with illuminated waters, a spa, and a Tiki Hut. Soft lighting highlights the architecture of the home, including arched columns. Lounge chairs provide seating near the pool, with direct access to the indoor entertainment area visible in the background.

5 out of 5 average rating, 7 reviews

Luxury Oasis w/ Heated Pool, Theater Room & Dock!

4.96 out of 5 average rating, 24 reviews

An open concept living area features a modern sectional sofa, complemented by a patterned area rug and decorative pillows. Natural light filters through large windows, illuminating the adjacent kitchen with wood cabinetry. A dining table is set, inviting gatherings in a spacious environment.

Home in Sanibel

Sanibel Vibes - Relax, Unwind, and Enjoy!

4.95 out of 5 average rating, 19 reviews

A bright and airy living space is furnished with two large white sofas and a wooden coffee table. A ceiling fan provides airflow, while a flat-screen TV displays a beach scene. Natural light filters in through the windows, complemented by light-colored flooring.

Home in Fort Myers Beach

Sunny w/Pool 5 min walk to beach

4.93 out of 5 average rating, 56 reviews

A covered outdoor area showcases a private salt-water pool, with comfortable seating arranged around it. Lounge chairs are positioned near the pool, and soft lighting hangs overhead, enhancing the inviting space. The backdrop features large windows that connect to the interior living area.

Villa in Cape Coral

Pet-friendly Villa w/ Heated 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

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

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

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

Private, pet-friendly home rentals

A covered lanai features a screened-in area with a spacious pool and attached spa. Sunlight reflects off the water's surface, and lounge chairs are positioned around the pool. A dining table for outdoor meals is visible, along with a grill for barbecuing.

4.95 out of 5 average rating, 61 reviews

Heated Pool and Spa Home!

5 out of 5 average rating, 5 reviews

Home in Bonita Springs

To enjoy~private heated Pool~close to Beach

5 out of 5 average rating, 13 reviews

Beach, Heated Saltwater Pool & Pets - Yes Please!

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, 20 reviews

Apartment in Fort Myers

Luxury II

A single-story home is shown with a welcoming front porch and a well-maintained lawn. Soft light emanates from the windows, highlighting the neutral exterior. Lush greenery surrounds the property, with a paved driveway leading up to the entrance.

4.92 out of 5 average rating, 26 reviews

Seaside Stay ~2miles to beaches|Arcade| Mural |BBQ

Superhost

Apartment in Fort Myers Beach

4.86 out of 5 average rating, 35 reviews

Sun & Fun | Beach Front Condo, Pool, Tennis