Photo by Anthony Ball

Captiva Island holiday homes

We found 2,316 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Captiva Island

Showing deals for:27 Nov - 4 Dec

Interior
Room
Outdoor dining
Private kitchen
Exceptional
(60 reviews)

Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!

Matlacha

8% off
NZ$1,992
for 7 nights, 1 room
NZ$285 per night
includes taxes & fees
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Dining
Games on "Beachy" Backard
Living Room double ceiling high
double high ceilings and barn doors in loft kids room.
Exceptional
(54 reviews)

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

Captiva

8% off
NZ$8,430
for 7 nights, 1 home
NZ$1,204 per night
includes taxes & fees
Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week
Dining
Outdoor dining
Exterior
Private kitchen
Exceptional
(7 reviews)

Turtle House - Waterfront with Dock - Unbelievable Sunset View

Matlacha

16% off
NZ$3,219
for 7 nights, 1 home
NZ$460 per night
includes taxes & fees
Turtle House - Waterfront with Dock - Unbelievable Sunset View
Pool
So close to our beautiful beach.
Property grounds
Interior
Exceptional
(48 reviews)

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

Captiva

9% off
NZ$7,394
for 7 nights, 1 home
NZ$1,056 per night
includes taxes & fees
Upgraded beach house located just steps away from the beach. Pool and Hot tub.
Living area
Exterior
Dining
Pool
Exceptional
(5 reviews)

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

Captiva

8% off
NZ$8,473
for 7 nights, 1 home
NZ$1,210 per night
includes taxes & fees
Two minute walk to a soft sandy beach with some of the best shelling in the US.
Pool
Dining
Living area
Marina
Exceptional
(31 reviews)

Island Getaway Florida

Saint James City

11% off
NZ$4,376
for 7 nights, 1 home
NZ$625 per night
includes taxes & fees
Island Getaway Florida
Exterior
Dining
Living area
Room
Exceptional
(34 reviews)

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

Captiva

8% off
NZ$6,083
for 7 nights, 1 home
NZ$869 per night
includes taxes & fees
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Exterior
Outdoor dining
Property grounds
Marina
Exceptional
(11 reviews)

Orange You Glad Cottage - A Fisherman’s Paradise in sunny Matlacha

Matlacha

7% off
NZ$2,164
for 7 nights, 1 cottage
NZ$309 per night
includes taxes & fees
Orange You Glad Cottage - A Fisherman’s Paradise in sunny Matlacha
Private kitchen
Interior
Interior
Marina
Exceptional
(5 reviews)

Cozy fishing cottage on canal in Matlacha - 2 bedrooms and large outdoor space

Matlacha

7% off
NZ$2,250
for 7 nights, 1 home
NZ$321 per night
includes taxes & fees
Cozy fishing cottage on canal in Matlacha - 2 bedrooms and large outdoor space
Top deck lanai
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
NZ$5,510
for 7 nights, 1 home
NZ$787 per night
includes taxes & fees
PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool
Terrace/patio
Kitchen view from living room
Queen/master bedroom with bathroom ensuite
Living area
Exceptional
(13 reviews)

LOCATION Cozy bungalow on Monroe Canal, the most entertaining / traveled canal

Saint James City

8% off
NZ$2,487
for 7 nights, 1 home
NZ$355 per night
includes taxes & fees
LOCATION Cozy bungalow on Monroe Canal, the most entertaining / traveled canal
Exterior detail
Interior
Dining
Room
Exceptional
(61 reviews)

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

Bokeelia

8% off
NZ$1,063
for 7 nights, 1 cottage
NZ$152 per night
includes taxes & fees
Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.
Experience the seamless flow of space in our open floor plan, where each room gracefully transitions into the next. A design that fosters connection, natural light, and an expansive sense of freedom. Welcome to a living space that feels as open as the poss
“Pulling up to paradise… and the fun starts now! 🏝️✨”
“Island nights are better by the fire table 💛🏝️”
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
Exceptional
(23 reviews)

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

Captiva

7% off
NZ$10,513
for 7 nights, 1 home
NZ$1,502 per night
includes taxes & fees
Pet-Friendly Island Home | Pool, Hot Tub + Cart
Living area
Gorgeous 3 bedroom penthouse beach villa
Gorgeous 3 bedroom penthouse beach villa
Patio overlooking Gulf of Mexico
Exceptional
(5 reviews)

Beach Villa 2638 | Executive Gulf Front Residence on Captiva Island

Captiva

7% off
NZ$7,801
for 7 nights, 1 apartment
NZ$1,114 per night
includes taxes & fees
Beach Villa 2638 | Executive Gulf Front Residence on Captiva Island
Private kitchen
Marina
Room
Living area
Exceptional
(8 reviews)

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

Saint James City

6% off
NZ$5,367
for 7 nights, 1 home
NZ$767 per night
includes taxes & fees
3-bedroom waterfront pool house in Manatee Bay. BYOB: Bring your own boat
Breakfast in screened porch overlooking pool, backyard and  lakes and greens.
Magnificent sunset views from screened porch overlooking pool and golf course.
Backyard fountain. The soothing sound of falling waters fills pool deck & yard.
MASTER SUITE - King-size bed, balcony overlooking pool and golf course
Exceptional
(112 reviews)

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

Sanibel

8% off
NZ$8,739
for 7 nights, 1 home
NZ$1,248 per night
includes taxes & fees
SANIBEL SUN CASTLE Splendid home, heated pool, great location, bike to beach.
Living area
Living area
Living area
Living area
Exceptional
(65 reviews)

⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️

Captiva

16% off
NZ$7,921
for 7 nights, 1 apartment
NZ$1,132 per night
includes taxes & fees
⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️
Dining
Living area
Living area
Dining
Exceptional
(46 reviews)

⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️

Captiva

16% off
NZ$7,794
for 7 nights, 1 apartment
NZ$1,113 per night
includes taxes & fees
⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️
Just steps to the beach or our pool as you relax in this tropical setting.
Private access path to Sanibel’s famous Gulf of Mexico beach.
Living room - all the comforts of home.  Cable TV, Wi-Fi.
2nd level condo (middle of photo) with private, patio and trooical garden view.
Exceptional
(50 reviews)

Tropical Garden Condo Just Steps to Sanibel Beach

Sanibel

8% off
NZ$5,640
for 7 nights, 1 apartment
NZ$806 per night
includes taxes & fees
Tropical Garden Condo Just Steps to Sanibel Beach
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Captiva Island

  • Stunning Beaches: Captiva Island boasts pristine sandy shores, perfect for sunbathing and beach games.
  • Outdoor Activities: Enjoy kayaking, paddleboarding, and shell collecting in the island's beautiful waters.
  • Charming Parks: Explore urban parks that provide a serene environment for family outings and relaxation.
  • Sunset Walks: Experience romantic strolls along the shore as the sun sets, creating unforgettable memories.
  • Friendly Atmosphere: The welcoming local community enhances the laid-back vibe of this tropical paradise.

Top attractions near Captiva Island

Captiva Island in Florida offers a relaxed island vibe with pristine beaches and charming urban parks perfect for a family outing or a solo adventure. The local attractions provide a blend of beach activities, outdoor fun and cultural experiences, ensuring a memorable holiday stay. Enjoy the natural beauty and laid-back atmosphere of this coastal gem, where every moment is a chance to unwind and explore.

  • North Captiva Island Beach: A serene island experience with pristine beach vibes, situated 6km away, offering outdoor adventures and coastal charm.
  • Blind Pass Beach: Enjoy the inviting beach atmosphere 5km away, where the gentle sea meets the shore, perfect for a relaxing day under the sun.
  • Turner Beach: Revel in the laid-back beach vibes 5km away, ideal for picnics and leisurely walks along the scenic coastline.

Things to do recommended for couples

Captiva Island offers the perfect romantic getaway. Enjoy sunset beach walks, indulge in a couples' massage at a local spa, or embark on a sunset cruise to witness the stunning Gulf Coast views. Don't miss the chance to sample fresh seafood at charming waterfront restaurants.

Things to do recommended for families

Families visiting Captiva Island can delight in scenic beach picnics, paddle boarding, and exploring nature trails. Enjoy local seafood at family-run eateries and discover a treasure trove of marine life at nearby interactive exhibits, creating an unforgettable Kiwi holiday experience.

Things to do recommended for groups

Explore the stunning beaches of Captiva Island, go shell collecting with your mates, or embark on a guided kayak tour through the mangroves. Enjoy a sunset cruise for breathtaking views and indulge in local seafood at waterfront eateries.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Captiva Island

If you're planning a trip with a group, your family, or even bringing your pets along, or if you're seeking extended stays, be sure to use the appropriate filters to meet your needs. Here are some helpful booking tips for Vrbo.

  • Traveling to Captiva Island with a group: Think about how many bedrooms you require, as well as additional features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Captiva Island with young kids: Travelling with young kids can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Captiva Island: For many families, a trip isn’t truly complete without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Captiva Island: If you're searching for holiday rentals with great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Captiva Island

Captiva Island, Florida, is a stunning destination for a relaxing family holiday, where visitors can bask in the sun on pristine beaches and explore the natural beauty of the island. Enjoy outdoor activities like kayaking and shell collecting, or indulge in a romantic sunset walk along the shore. The friendly atmosphere and vibrant local community make it an ideal spot for an unforgettable island escape, ensuring you create lasting memories with loved ones in this tropical paradise.

  • Captiva: Captiva Island is a picturesque destination known for its stunning beaches and family-friendly atmosphere. Nestled in the Gulf of Mexico, it offers a unique blend of outdoor activities and relaxation. Visitors can indulge in water sports, explore the scenic coastline, or simply unwind on the sandy shores. The area boasts a variety of charming shops and local eateries, making it a delightful spot for those looking to immerse themselves in island life. The island is also home to beautiful parks and nature reserves, perfect for family outings and outdoor adventures.
  • Sanibel: Located a mere 19km from Captiva, Sanibel Island is renowned for its shell-strewn beaches and vibrant wildlife. This idyllic locale offers a laid-back vibe, inviting visitors to explore its natural beauty through hiking and biking trails. Families will find plenty to enjoy, including various recreational facilities and parks. Sanibel's attractions include beautiful beaches and a rich array of local shops and restaurants, providing a perfect blend of relaxation and entertainment for all ages. The island's commitment to conservation ensures that its pristine environment is preserved for future generations.
  • Sanibel Captiva Island: Just 13km from Captiva Island, Sanibel Captiva Island is a haven for outdoor enthusiasts and beach lovers alike. This area is celebrated for its unspoiled natural landscapes, where visitors can engage in a variety of activities such as kayaking, fishing, and beachcombing. The family-friendly atmosphere is complemented by an array of shopping and dining options, ensuring there's something for everyone. With its stunning beaches and charming surroundings, Sanibel Captiva Island provides a perfect backdrop for a memorable holiday experience.

Best time to go to Captiva Island

If you're planning a trip to Captiva Island, Captiva, it's a good idea to check both the weather and property rates. The warmest month is August.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January64.9°F (18.3°C)No Rain (Dry)Mostly SunnyAverage
February67.3°F (19.6°C)No Rain (Dry)Mostly SunnyAverage
March69.6°F (20.9°C)No Rain (Dry)SunnyModerately High
April74.8°F (23.8°C)No Rain (Dry)Mostly SunnyModerately High
May78.6°F (25.9°C)Light RainMostly SunnyAverage
June82.2°F (27.9°C)Light RainMostly SunnyAverage
July83.5°F (28.6°C)Light RainMostly SunnyModerately High
August83.8°F (28.8°C)Light RainMostly SunnyAverage
September82.4°F (28.0°C)Light RainMostly SunnyAverage
October78.4°F (25.8°C)Light RainMostly SunnyModerately Low
November72.5°F (22.5°C)No Rain (Dry)Mostly SunnyModerately Low
December68.5°F (20.3°C)No Rain (Dry)Mostly SunnyModerately Low

Booking with Vrbo is simple

Looking to save on your next break? Consider keeping your travel dates flexible as prices can vary. What's more, booking an extended stay might unlock even greater savings. To help you find the ideal Vrbo property within your budget, simply use our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a handy platform for planning your trips, allowing you to easily start new adventures, continue from where you paused, or review and manage your itinerary. You can view your saved or booked properties neatly organised into categories such as Potential, Upcoming, or Current Trips. To begin using the Trip Boards, please visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Delight in the waterfront landscape of Captiva Island

The island views and other outdoor surroundings create an inviting atmosphere in Captiva Island. Well known for its dolphin watching, kayaking and fishing, this relaxing city won't disappoint. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Captiva Island

Are you hoping to find top things to see and do during your stay? Travellers enjoy Captiva Island for its dolphin viewing, kayaking and fishing. Venture out of your holiday home and check out everything that Captiva Island has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Sun Splash Water Park (15.5 mi / 24.9 km)
  • Dunes Golf and Tennis Club (10.7 mi / 17.3 km)
  • Sanibel Island Golf Club (10.9 mi / 17.6 km)
  • Palmetto-Pine Country Club (13.7 mi / 22 km)
  • Mike Greenwell's Bat-A-Ball & Family Fun Park (16.4 mi / 26.3 km)
  • Sanibel Captiva Conservation Foundation (8.6 mi / 13.9 km)

Exploring the beaches and other natural features in Captiva Island

Captiva Island is famous for its island views and breathtaking sunsets. Whether you're looking for fun outdoor activities or just want to take in the scenery, Captiva Island is a great place to get outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Captiva Beach (1.7 mi / 2.7 km)
  • Turner Beach (3.2 mi / 5.2 km)
  • Blind Pass Beach (3.4 mi / 5.4 km)
  • North Captiva Island Beach (3.7 mi / 5.9 km)
  • Bowman's Beach (5.4 mi / 8.6 km)
  • J. N. Ding Darling National Wildlife Refuge (6.6 mi / 10.6 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Captiva Island?
The most popular types of holiday homes in Captiva Island are condos. Looking for something different? Bookabach has many options to match the diverse needs of our guests, so you'll see holiday properties in all shapes and sizes, and for all budgets. The ideal home away from home is waiting for you — find yours today.
How much does it cost to rent a holiday home in Captiva Island?
Property type, length of stay and time of year are some factors that can influence the price of a holiday home. Simply click on your travel dates to find your dream escape. From cosy chalets to expansive luxury villas, all Bookabach holiday homes offer unbeatable value.
How much does it cost to rent a beach house in Captiva Island?
Prices for beach houses in Captiva Island differ depending on the type and size of the property and when you're travelling. Simply enter your dates of travel into Bookabach and how many guests to view your home options and prices. From there you can use our filters to narrow your search by amenities, nearby activities, ratings and more.
What are popular home amenities in Captiva Island?
When it comes to home amenities that people are looking for in Captiva Island, a barbecue grill, a beach view and a nearby waterfront rank highest. With Bookabach holiday homes, you'll enjoy choices to suit your taste and style, whether you're going on a holiday with family members, friends or even pets.
Can I find two-bedroom holiday homes in Captiva Island?
You can pick from three two-bedroom holiday homes in Captiva Island. Give your little ones the second room or maybe fill it with a couple of your best friends. There's a comfy spot for whoever's fortunate enough to be joining in on the fun.
How old do you have to be to rent a holiday home in Captiva Island?
The minimum age can vary across properties on Bookabach, so be sure to check the rules of the holiday home in Captiva Island you're considering. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in Captiva Island for?
It's down to the Captiva Island property. To see all available options offering extended stays, just enter your dates and number of people into Bookabach's search page. You can enjoy having the entire property to yourself, along with comforts such as air conditioning, a fully-equipped kitchen and a yard where the kids can play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

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