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Captiva Island holiday lettings

We found 2,351 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Captiva Island

Showing deals for:13 Nov - 20 Nov

Room
Beach
Exterior
Lake
Exceptional
(60 reviews)

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

Matlacha

8% off
£909
for 7 nights, 1 room
£130 per night
includes taxes & fees
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Master bedroom
Location
Kitchen
Living & Dining
Exceptional
(30 reviews)

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

Saint James City

8% off
£2,433
for 7 nights, 1 home
£348 per night
includes taxes & fees
PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool
Marina
Dining
Exterior
Living area
Exceptional
(30 reviews)

Island Getaway Florida

Saint James City

11% off
£1,971
for 7 nights, 1 home
£282 per night
includes taxes & fees
Island Getaway Florida
Kitchen
Front Entry
Family Room
Kitchen / Dining
Exceptional
(15 reviews)

Open Breeze - Luxury Near Beach Home on Captiva

Captiva

7% off
£6,855
for 7 nights, 1 home
£979 per night
includes taxes & fees
Open Breeze - Luxury Near Beach Home on Captiva
Pool
So close to our beautiful beach.
Living area
Property grounds
Exceptional
(48 reviews)

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

Captiva

9% off
£3,087
for 7 nights, 1 home
£441 per night
includes taxes & fees
Upgraded beach house located just steps away from the beach. Pool and Hot tub.
Private kitchen
Outdoor dining
Dining
Exterior
Exceptional
(7 reviews)

Turtle House - Waterfront with Dock - Unbelievable Sunset View

Matlacha

15% off
£1,471
for 7 nights, 1 home
£210 per night
includes taxes & fees
Turtle House - Waterfront with Dock - Unbelievable Sunset View
Private kitchen
Exterior
Living area
Pool
Exceptional
(5 reviews)

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

Captiva

7% off
£3,944
for 7 nights, 1 home
£563 per night
includes taxes & fees
Two minute walk to a soft sandy beach with some of the best shelling in the US.
Master bedroom (Queen), walk out to lanai
Oversized Salt water pool with spa
Pool 80+ degrees
Spa 100+ degrees, on demand
Front door enters into dining room, seating for 6+ guests
Fully functional kitchen, opens to living room
Exceptional
(48 reviews)

Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife

Bokeelia

6% off
£1,590
for 7 nights, 1 home
£227 per night
includes taxes & fees
Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife
Exterior
Dining
Living area
Room
Exceptional
(33 reviews)

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

Captiva

7% off
£2,624
for 7 nights, 1 home
£375 per night
includes taxes & fees
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Room
Interior
Exterior detail
Dining
Exceptional
(61 reviews)

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

Bokeelia

8% off
£476
for 7 nights, 1 cottage
£68 per night
includes taxes & fees
Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.
Private kitchen
Beach
Interior
Living area
Exceptional
(38 reviews)

Spectacular beach front views with a short walk to members only beach

Captiva

7% off
£3,066
for 7 nights, 1 home
£438 per night
includes taxes & fees
Spectacular beach front views with a short walk to members only beach
Interior
Interior
Private kitchen
Marina
Exceptional
(5 reviews)

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

Matlacha

7% off
£1,025
for 7 nights, 1 home
£146 per night
includes taxes & fees
Cozy fishing cottage on canal in Matlacha - 2 bedrooms and large outdoor space
Lovely and Well Equipped Kitchen
Another Lanai View
Dining Nook in Kitchen
Beach Path
Exceptional
(78 reviews)

Gulf Front Sanibel Condo with Spectacular Views

Sanibel

8% off
£3,732
for 7 nights, 1 apartment
£533 per night
includes taxes & fees
Gulf Front Sanibel Condo with Spectacular Views
Pool
Beach
Room
Interior
Exceptional
(65 reviews)

⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️

Captiva

15% off
£2,995
for 7 nights, 1 apartment
£428 per night
includes taxes & fees
⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️
Living area
Exterior
Interior
Living area
Exceptional
(45 reviews)

⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️

Captiva

15% off
£2,973
for 7 nights, 1 apartment
£425 per night
includes taxes & fees
⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️
Property grounds
Living area
Private kitchen
Exterior
Excellent
(24 reviews)

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

Captiva

8% off
£2,487
for 7 nights, 1 cottage
£355 per night
includes taxes & fees
Spacious "Crab Cakes" Cottage on N. Captiva with GolfCart, Starlink and new AC
Private kitchen
Beach
Dining
Exterior
Exceptional
(125 reviews)

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

Captiva

8% off
£2,645
for 7 nights, 1 apartment
£378 per night
includes taxes & fees
Stunning Modern beach front unit - completely renovated! Includes golf cart!
Welcome to Loggerhead Cay!
Large and comfortable living room with full size pull out bed
Loggerhead Cay aerial view
Spacious, light-filled living space with coastal-inspired decor
Exceptional
(10 reviews)

Loggerhead Cay 584 Beachside Condo with Partial Gulf and Pool Views!

Sanibel

8% off
£2,228
for 7 nights, 1 apartment
£318 per night
includes taxes & fees
Loggerhead Cay 584 Beachside Condo with Partial Gulf and Pool Views!
  • 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, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Captiva Island

  • Pristine Beaches: Captiva Island is renowned for its soft sandy shores, perfect for sunbathing and relaxation.
  • Outdoor Activities: Engage in a variety of water sports and explore the island's beautiful natural landscapes.
  • Family-Friendly Atmosphere: Enjoy urban parks and attractions that cater to families, ensuring fun for all ages.
  • Stunning Sunsets: Witness breathtaking sunsets that create a romantic and serene ambiance.
  • Charming Accommodations: Choose from a range of vacation rentals, from private homes to villas, tailored to enhance your stay.

Popular types of accommodation around Captiva Island

Captiva Island, Florida, is a picturesque paradise known for its stunning beaches and vibrant sunsets. Visitors can explore the natural beauty of the island through its wildlife refuges, indulge in water sports, or simply unwind on the sandy shores. For a perfect getaway, choose from a variety of vacation rentals, including private homes, condos, and villas, tailored to suit your needs and enhance your unforgettable experience on this charming island.

  • Houses: The most sought-after option for visitors, offering spacious and comfortable living tailored for families or groups.
  • Condos: A popular choice, these modern units provide convenient amenities and often stunning views of the island.
  • Villas: Luxurious and stylish, villas provide an upscale retreat with private pools and beautiful outdoor spaces.
  • Apartments: Ideal for couples or solo travellers, these compact spaces offer a homely feel with essential amenities.
  • Cottages: Charming and quaint, cottages provide a cosy and nostalgic stay, perfect for a romantic getaway.**

Top attractions near Captiva Island

Captiva Island, Florida, offers a delightful escape for beach lovers and families alike. With its stunning beaches, outdoor activities, and charming island atmosphere, visitors can enjoy a range of experiences from sunbathing to exploring local culture. The island's urban parks provide perfect spots for relaxation and family outings, making it an ideal destination for those seeking both adventure and tranquillity in a picturesque setting.

  • Sanibel Island Southern Beach: While technically on Sanibel Island, this nearby beach is renowned for its beautiful shelling opportunities and tranquil atmosphere, perfect for a relaxing day by the sea.
  • North Captiva Island Beach: This remote beach offers pristine sands and stunning sunsets, ideal for outdoor enthusiasts seeking a peaceful retreat away from the crowds.
  • Jensen’s Marina: Located close to Captiva, this marina provides a hub for water adventures, including boating, fishing, and exploring the beautiful coastal waters.

Things to do recommended for couples

Captiva Island offers idyllic sunsets on the beach, intimate dinners at waterfront restaurants, and charming bike rides through lush landscapes. Consider a sunset cruise to soak in the stunning views or a couples' massage at a local spa for a truly romantic getaway.

Things to do recommended for families

Families can explore the beautiful beaches of Captiva Island, perfect for shelling and building sandcastles. Enjoy kayaking in the calm waters of the Gulf or take a guided wildlife tour to spot dolphins and manatees, creating unforgettable memories together.

Things to do recommended for groups

Groups visiting Captiva Island can enjoy a delightful day of kayaking through the mangroves, relax on the beautiful beaches, and indulge in fresh seafood at local restaurants. Don't miss the chance to witness a breathtaking sunset at the iconic Blind Pass Beach.

*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 travelling with a group, as a family, bringing your pets, or seeking extended stays, be sure to refine your search according to your key preferences. Here are some helpful booking tips for using Vrbo.

  • Traveling to Captiva Island with a group: Think about how many bedrooms you'll require, as well as features like a fully-equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily refine your search for all of these options, and more, on Vrbo.
  • Traveling to Captiva Island with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it’s wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Captiva Island: For many, a family getaway wouldn’t be the same without their beloved pet joining the adventure. If that resonates with you, consider exploring Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that all members of the family feel at home.
  • Planning for a long term stay visiting Captiva Island: If you're in search of holiday accommodation with discounts for stays of a month or more, you've come to the right place. By using the appropriate filter, 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 criteria as well.

Where to stay near Captiva Island

Captiva Island, Florida, is a stunning getaway renowned for its pristine beaches and serene atmosphere. Visitors can indulge in a variety of outdoor activities, from sunbathing on soft sands to exploring the enchanting natural landscapes. Family-friendly attractions and romantic sunsets create a perfect setting for relaxation and recreation. Whether you're seeking an island escape or a dream vacation, Captiva Island offers a unique blend of friendly vibes and unforgettable experiences just waiting to be discovered.

  • Captiva: Captiva Island is a picturesque city known for its stunning beaches and family-friendly atmosphere. Nestled in the Gulf of Mexico, it offers an abundance of outdoor activities, from sunbathing on pristine shores to engaging in water sports like kayaking and paddleboarding. Visitors will find a range of resorts and recreational areas, providing a perfect blend of relaxation and adventure. Local shopping centres and charming boutiques offer unique finds, while the island's coastal beauty makes it an ideal spot for families looking to create lasting memories.
  • Sanibel: Located approximately 19km from Captiva Island, Sanibel is renowned for its shell-covered beaches and natural parks. This city is a haven for outdoor enthusiasts, boasting excellent cycling paths and wildlife refuges. Visitors can explore the J.N. Ding Darling National Wildlife Refuge, where they can observe diverse bird species and other wildlife. Sanibel's resorts and recreational areas cater to families, offering fun activities and amenities. The laid-back atmosphere and beautiful landscapes make Sanibel a perfect complement to your Captiva experience.
  • Sanibel Captiva Island: Just 13km from Captiva Island, Sanibel Captiva Island is a captivating destination that combines the charm of both islands. It offers an array of beach activities, outdoor adventures, and family-friendly events. Visitors can enjoy the scenic beaches, participate in exciting water sports, or simply relax and soak up the sun. With various resorts and shopping areas nearby, this island paradise is ideal for families looking for a comprehensive vacation experience that embraces both relaxation and exploration.

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. Peak season runs in March to April and July, while off-peak times, like October to December tend to have fewer bookings and better deals.

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

Booking with Vrbo is simple

Are you hoping to save on your next holiday? Being flexible with your travel dates can be beneficial, as prices often change. Additionally, opting for a longer stay typically allows for significant savings. To discover the perfect Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy platform for crafting new journeys, resuming from where you last stopped, or managing and reviewing your travel arrangements. You can easily find your saved or booked properties organised under Potential, Upcoming, or Current Trips. To begin enjoying the benefits of Trip Boards, please visit: https://www.vrbo.com/en-gb/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)
  • Coral Oaks Golf Course (14.8 mi / 23.9 km)
  • Mike Greenwell's Bat-A-Ball & Family Fun Park (16.4 mi / 26.3 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 rental accommodation in Captiva Island?
The most popular types of holiday rentals in Captiva Island are condos. Looking for something different? Vrbo 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 rental 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 Vrbo holiday rentals 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 Vrbo and how many guests to view your rental options and prices. From there you can use our filters to narrow your search by amenities, nearby activities, ratings and more.
What are popular rental amenities in Captiva Island?
When it comes to rental amenities that people are looking for in Captiva Island, a barbecue grill, a beach view and a nearby waterfront rank highest. With Vrbo holiday rentals, 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 rentals in Captiva Island?
You can pick from three two-bedroom holiday rentals 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 rental in Captiva Island?
The minimum age can vary across properties on Vrbo, 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 rental 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 Vrbo'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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