Captiva holiday rentals

We found 1,705 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Captiva by choosing from 263 houses, 87 flats and other holiday rentals. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as air conditioning and cable TV. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Captiva

Showing deals for:11 Dec - 18 Dec

double high ceilings and barn doors in loft kids room.
Games on "Beachy" Backard
Dining
Double size lot in secluded cul de sac
Exceptional
(54 reviews)

Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week

Captiva

8% off
AU$7,209
for 7 nights, 1 home
AU$1,030 per night
includes taxes & fees
Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week
Dining
Exterior
Private kitchen
Living area
Exceptional
(5 reviews)

Two minute walk to a soft sandy beach with some of the best shelling in the US.

Captiva

8% off
AU$7,030
for 7 nights, 1 home
AU$1,004 per night
includes taxes & fees
Two minute walk to a soft sandy beach with some of the best shelling in the US.
Living area
Dining
Exterior
Living area
Exceptional
(34 reviews)

Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!

Captiva

8% off
AU$5,038
for 7 nights, 1 home
AU$720 per night
includes taxes & fees
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Interior
So close to our beautiful beach.
Living area
Pool
Exceptional
(48 reviews)

Upgraded beach house located just steps away from the beach. Pool and Hot tub.

Captiva

9% off
AU$5,898
for 7 nights, 1 home
AU$843 per night
includes taxes & fees
Upgraded beach house located just steps away from the beach. Pool and Hot tub.
“Island nights are better by the fire table 💛🏝️”
“Pulling up to paradise… and the fun starts now! 🏝️✨”
Dive into pure bliss in our outdoor paradise. Immerse yourself in the warmth of luxury with an inviting heated pool and spa that redefine relaxation. Let the tranquil waters and tropical surroundings transport you to a haven of serenity
Welcome to the heart of Green Tortuga, where the kitchen, dining, and living room converge in a harmonious dance of open space. This seamless design invites connection, conversation, and the free flow of moments in a space where every corner feels like hom
Exceptional
(23 reviews)

Pet-Friendly Island Home | Pool, Hot Tub + Cart

Captiva

7% off
AU$7,569
for 7 nights, 1 home
AU$1,081 per night
includes taxes & fees
Pet-Friendly Island Home | Pool, Hot Tub + Cart
Pool
Dining
Exterior
Marina
Exceptional
(31 reviews)

Island Getaway Florida

Saint James City

11% off
AU$3,600
for 7 nights, 1 home
AU$514 per night
includes taxes & fees
Island Getaway Florida
Exterior detail
Interior
Exterior detail
Room
Exceptional
(61 reviews)

Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.

Bokeelia

8% off
AU$883
for 7 nights, 1 cottage
AU$126 per night
includes taxes & fees
Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.
Aerial view
Welcome to Island Club North Captiva, where every moment is a chapter in your own island story. Dive into relaxation, adventure, and the unparalleled charm of this coastal paradise. Your island escape awaits.
Spacious, inviting, and ready to welcome all. Our home offers room for everyone, ensuring that every gathering is filled with laughter, warmth, and shared moments. Create memories that resonate in every corner
“The calm before the plane lands—just us, the breeze, and a beautiful view 🌞👶✈️”
Exceptional
(12 reviews)

Car-Free Island Escape | Pool, Spa + Golf Cart

Captiva

7% off
AU$7,501
for 7 nights, 1 home
AU$1,072 per night
includes taxes & fees
Car-Free Island Escape | Pool, Spa + Golf Cart
Master bedroom
Location
Kitchen
Living & Dining
Exceptional
(32 reviews)

PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool

Saint James City

8% off
AU$4,535
for 7 nights, 1 home
AU$648 per night
includes taxes & fees
PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool
Private kitchen
Marina
Room
Pool
Exceptional
(8 reviews)

3-bedroom waterfront pool house in Manatee Bay. BYOB: Bring your own boat

Saint James City

7% off
AU$4,112
for 7 nights, 1 home
AU$587 per night
includes taxes & fees
3-bedroom waterfront pool house in Manatee Bay. BYOB: Bring your own boat
MASTER SUITE - King-size bed, balcony overlooking pool and golf course
Magnificent sunset views from screened porch overlooking pool and golf course.
Backyard fountain. The soothing sound of falling waters fills pool deck & yard.
Dolphins' fountain in front yard.
Exceptional
(112 reviews)

SANIBEL SUN CASTLE Splendid home, heated pool, great location, bike to beach.

Sanibel

8% off
AU$7,647
for 7 nights, 1 home
AU$1,092 per night
includes taxes & fees
SANIBEL SUN CASTLE Splendid home, heated pool, great location, bike to beach.
Pool
Living area
Room
Living area
Excellent
(15 reviews)

Waterfront House Best Location! Private deep water dock

Captiva

8% off
AU$9,006
for 7 nights, 1 home
AU$1,287 per night
includes taxes & fees
Waterfront House Best Location! Private deep water dock
Living area
Living area
Living area
Living area
Exceptional
(65 reviews)

⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️

Captiva

16% off
AU$5,545
for 7 nights, 1 apartment
AU$792 per night
includes taxes & fees
⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️
Private kitchen
Living area
Property grounds
Living area
Excellent
(24 reviews)

Spacious "Crab Cakes" Cottage on N. Captiva with GolfCart, Starlink and new AC

Captiva

8% off
AU$4,322
for 7 nights, 1 cottage
AU$617 per night
includes taxes & fees
Spacious "Crab Cakes" Cottage on N. Captiva with GolfCart, Starlink and new AC
Dining
Living area
Living area
Dining
Exceptional
(46 reviews)

⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️

Captiva

15% off
AU$5,264
for 7 nights, 1 apartment
AU$752 per night
includes taxes & fees
⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️
2nd level condo (middle of photo) with private, patio and trooical garden view.
Private access path to Sanibel’s famous Gulf of Mexico beach.
Just steps to the beach or our pool as you relax in this tropical setting.
Living room - all the comforts of home. Cable TV, Wi-Fi.
Exceptional
(50 reviews)

Tropical Garden Condo Just Steps to Sanibel Beach

Sanibel

8% off
AU$4,581
for 7 nights, 1 apartment
AU$654 per night
includes taxes & fees
Tropical Garden Condo Just Steps to Sanibel Beach
Dining
Beach
Private kitchen
Exterior
Exceptional
(128 reviews)

Stunning Modern beach front unit - completely renovated! Includes golf cart!

Captiva

8% off
AU$4,971
for 7 nights, 1 apartment
AU$710 per night
includes taxes & fees
Stunning Modern beach front unit - completely renovated! Includes golf cart!

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Relaxing Captiva will entice you

The beaches and other outdoor surroundings create an inviting atmosphere in Captiva. This relaxing city is known for its kayaking, fishing and boating. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Captiva

Do you want to find attractions to visit while you're in the area? Travellers enjoy fun activities like kayaking, fishing and swimming. Venture out of your holiday home and check out everything that makes Captiva a fun spot to go on holiday. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Sanibel Island Golf Club (10.4 mi / 16.8 km)
  • Sun Splash Water Park (15.4 mi / 24.8 km)
  • Dunes Golf and Tennis Club (10.2 mi / 16.5 km)
  • Palmetto-Pine Country Club (13.6 mi / 21.9 km)
  • Coral Oaks Golf Course (14.9 mi / 24 km)
  • FastTrax Fort Myers (16.2 mi / 26.1 km)

Exploring the beaches and other natural features in Captiva

Captiva is famous for its island views and breathtaking sunsets. Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Captiva is a great spot to appreciate mother nature. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Captiva Beach (1.2 mi / 1.9 km)
  • Turner Beach (2.7 mi / 4.4 km)
  • Blind Pass Beach (2.9 mi / 4.6 km)
  • North Captiva Island Beach (4.2 mi / 6.8 km)
  • Bowman's Beach (4.8 mi / 7.7 km)
  • J. N. Ding Darling National Wildlife Refuge (6.1 mi / 9.8 km)

Seasonal weather in Captiva

Travellers enjoy Captiva for its kayaking and boating. If you're hoping to enjoy some warm-weather activities on your holiday, August, July, September and June are the hottest months to visit, when temperatures average 28°C.

Transport to and around Captiva

The nearest airport is in Fort Myers, FL (RSW-Southwest Florida Intl.), located 26.8 mi (43.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Punta Gorda Airport (PGD), which is 29.7 mi (47.8 km) away.

Frequently asked questions

What is the best area to stay in Captiva when booking a holiday rental?
When considering a holiday rental in Captiva, Florida, the area around the stunning Captiva Island offers a delightful blend of natural beauty and local charm. This picturesque island is renowned for its pristine beaches and tranquil atmosphere, making it an ideal spot for a relaxing getaway. One of the most popular neighbourhoods is South Seas Island Resort, which features a variety of properties ranging from luxurious villas to charming cottages. Staying here not only grants easy access to the beautiful beaches but also allows guests to enjoy the resort's amenities, including water sports facilities and lush gardens.Another appealing option is the area near the Captiva Village, where you can find a selection of quaint cottages and beachfront homes. This village is vibrant with local shops, delightful restaurants, and art galleries, offering a taste of the island's culture. One must-visit attraction in this area is the iconic Captiva Chapel By The Sea, a picturesque little chapel that adds to the charm of the neighbourhood. Additionally, the nearby J.N. "Ding" Darling National Wildlife Refuge is a fantastic spot for nature lovers, providing opportunities for birdwatching and exploring the diverse ecosystems of the island.
Where are the best areas for renting a beach house in Captiva?
For renting a beach house in Captiva, the area around the scenic Captiva Island is highly recommended. This charming island is renowned for its pristine white sandy beaches and tranquil waters, making it an ideal spot for a beach getaway. The beachfront properties along the Gulf of Mexico often come with exceptional amenities, including private pools, outdoor dining spaces, and easy beach access. Many of these homes are equipped with modern kitchens, allowing guests to prepare meals while enjoying views of the ocean.The South Seas Island Resort area offers a variety of rental options, ranging from spacious villas to luxurious beachfront homes. Guests can expect amenities such as access to resort facilities, including swimming pools, tennis courts, and on-site dining, which enhances the overall experience. The proximity to local shops and restaurants adds to the convenience for travellers looking to explore the island's culinary scene.Additionally, the area near Blind Pass offers a quieter retreat with properties that often feature outdoor showers, screened-in porches, and direct access to some of the most beautiful beaches on the island. Whether it's for families or couples, Captiva provides a lovely setting for beach house rentals, with opportunities for water sports, shell collecting, and enjoying breathtaking sunsets over the Gulf.
What is the most popular type of holiday rental accomodation in Captiva?
In Captiva, holiday houses dominate the holiday rental scene, with approximately 1,724 available across the island. These spacious properties are ideally suited for families or groups, often featuring multiple bedrooms, large living areas, fully equipped kitchens, and outdoor spaces such as decks or patios where guests can enjoy the warm Florida weather. Many of these homes are located near the beach, providing easy access to the stunning shoreline and water activities.Condominiums also offer a popular alternative, with around 516 options available. These typically include amenities like pools, fitness centres, and communal areas, making them a convenient choice for those seeking a more social atmosphere. Additionally, there are about 188 apartments, 112 cottages, and 36 villas, each suiting different preferences and budgets.
Are there any family house rentals in Captiva?
In Captiva, Florida, there are numerous family-friendly house rentals available, with around 557 options spread throughout the area. This picturesque locale offers a wonderful setting for families, featuring spacious homes that often come equipped with full kitchens, ample living areas, and outdoor spaces, superb for enjoying the warm Florida sunshine. Many properties may also include private pools, game rooms, and easy access to the beautiful beaches, where families can indulge in beach activities or simply relax by the shore.The neighbourhoods around Captiva, such as Sanibel Island, provide additional attractions with their stunning nature reserves and wildlife refuges. Families can explore the nearby J.N. "Ding" Darling National Wildlife Refuge, which is ideal for birdwatching and enjoying the local flora and fauna.
Can I rent a holiday home with a pool or hot tub in Captiva?
In Captiva, there are plenty of holiday homes available for rent that come with pools or hot tubs, with around 545 options to choose from. This picturesque island offers a range of neighbourhoods where these properties can be found, including the beachfront areas that provide stunning views and easy access to sandy shores.Travellers can expect a variety of amenities in these rentals, such as private pools and inviting hot tubs, superb for relaxation after a day of exploring. Many properties also feature outdoor patios or decks, fully equipped kitchens, and spacious living areas, making them ideal for families or groups looking to enjoy a laid-back holiday atmosphere. Some homes may plus offer convenient extras like barbecue grills and lush gardens, enhancing the overall experience for guests.
Are there any remote work holiday rentals in Captiva?
In Captiva, Florida, there are numerous holiday rentals suitable for remote work, with around 2,456 options available. This picturesque destination offers a blend of natural beauty and modern amenities, making it an ideal spot for those looking to work while enjoying a beachside retreat. Most properties come equipped with reliable internet access, essential for remote work, alongside dedicated workspaces such as desks or office areas. Additionally, many rentals feature complimentary Wi-Fi, ensuring seamless connectivity for video calls and online tasks.Captiva is renowned for its stunning beaches and vibrant sunsets, providing a great backdrop for breaks during the workday. The local area boasts charming shops, restaurants, and outdoor activities like kayaking and shelling, offering ample opportunities for relaxation after work hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Captiva?
In Captiva, popular rental amenities typically include kitchens, allowing guests to prepare their meals with ease. Many properties also feature balconies or decks, superb for enjoying the warm Florida weather and picturesque views. Additionally, a coffee and tea maker is a common amenity, ensuring that guests can kickstart their mornings comfortably. Given Captiva's proximity to the beach, a nearby beach access is also a valued feature for those looking to enjoy the sun and surf.
When is the best time to visit Captiva for a holiday rental?
The best time to visit Captiva for a holiday rental is during the peak season from February to April, with March being particularly popular. This period attracts sun-seekers and beach enthusiasts eager to bask in the warm Florida sunshine, with average temperatures hovering around 24 to 28 degrees Celsius, making it ideal for outdoor activities and leisurely beach days.During these months, Captiva comes alive with vibrant tourist activity. Visitors can enjoy not only the stunning beaches but also an array of water sports, shelling excursions, and picturesque sunsets. The pleasant climate and lively option create a great backdrop for family holidays or romantic getaways.For those seeking a more budget-friendly experience, consider visiting in October. This month offers a wonderful opportunity to explore the island at a more relaxed pace, with fewer crowds and still pleasant weather. You can take advantage of quieter beaches and enjoy the natural beauty of the area without the hustle and bustle of peak season.Ultimately, your choice of when to visit Captiva will depend on your preference for lively beach activities or a peaceful retreat.
What are the top attractions in Captiva?
In Captiva, Florida, visitors can enjoy a variety of attractions that highlight the area's natural beauty and laid-back atmosphere. The stunning beaches are the main draw, with Captiva Beach offering soft sands and clear waters superb for sunbathing and swimming. The nearby Blind Pass Beach is ideal for shelling and watching the sunset.For those interested in nature, the J.N. "Ding" Darling National Wildlife Refuge on Sanibel Island, just a short drive away, provides opportunities for birdwatching, kayaking, and exploring scenic trails. The refuge is home to diverse wildlife, including manatees and a variety of bird species.Captiva Island is also known for its charming local shops and restaurants. Visitors can explore the local boutiques for unique souvenirs or enjoy fresh seafood at waterfront dining establishments. The island's relaxed vibe makes it a superb spot for leisurely strolls and enjoying the coastal scenery.
Are all fees included in the Captiva holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Captiva holiday homes with parking?
Stayz offers a wide selection of holiday homes in Captiva with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Captiva holiday homes?
You can find great discounts on holiday homes in Captiva on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Captiva holiday home booking on Stayz?
To find Captiva holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Captiva?
A long-stay holiday home in Captiva is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Captiva holiday home?
Book your Captiva holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Captiva?
Prices for holiday homes in Captiva vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Captiva to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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