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Captiva Island vacation rentals

We found 2,326 vacation rentals — enter your dates for availability

Holiday rentals with weekly discounts - Captiva Island

Showing deals for:Dec 11 - Dec 18

Private kitchen
Room
Outdoor dining
Interior
Exceptional
(60 reviews)

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

Matlacha

10% off
CA $193
CA $1,667 total
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Interior
Exterior
Terrace/patio
Lobby
Exceptional
(82 reviews)

Private Beach Access Steps Away, Pool, Outdoor Bar, 2 Golf Carts, 360 Views.

Captiva

5% off
CA $1,048
CA $9,652 total
Private Beach Access Steps Away, Pool, Outdoor Bar, 2 Golf Carts, 360 Views.
Double size lot in secluded cul de sac
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

10% off
CA $780
CA $7,193 total
Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week
Exterior
Beach
Exterior
Room
Exceptional
(31 reviews)

4 King Suites - Private Pool + Spa - 2 Carts - Easy Island Escape

Captiva

5% off
CA $722
CA $7,030 total
4 King Suites - Private Pool + Spa - 2 Carts - Easy Island Escape
Living area
So close to our beautiful beach.
Property grounds
Pool
Exceptional
(48 reviews)

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

Captiva

12% off
CA $608
CA $5,886 total
Upgraded beach house located just steps away from the beach. Pool and Hot tub.
Living area
Dining
Living area
Room
Exceptional
(34 reviews)

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

Captiva

10% off
CA $528
CA $5,028 total
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
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
“Pulling up to paradise… and the fun starts now! 🏝️✨”
“Island nights are better by the fire table 💛🏝️”
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
Exceptional
(23 reviews)

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

Captiva

10% off
CA $738
CA $7,551 total
Pet-Friendly Island Home | Pool, Hot Tub + Cart
Living area
Exterior
Private kitchen
Dining
Exceptional
(5 reviews)

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

Captiva

10% off
CA $740
CA $7,015 total
Two minute walk to a soft sandy beach with some of the best shelling in the US.
Exterior
Outdoor dining
Property grounds
Marina
Exceptional
(11 reviews)

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

Matlacha

10% off
CA $174
CA $1,811 total
Orange You Glad Cottage - A Fisherman’s Paradise in sunny Matlacha
Pool
Relax, have a drink, watch a movie, stream music or swim… Endless possibilities
Private kitchen
Living area
Exceptional
(49 reviews)

🔆🏝LITTLE PARADISE🏝🔆

Saint James City

5% off
CA $262
CA $2,590 total
🔆🏝LITTLE PARADISE🏝🔆
Dining
Outdoor dining
Exterior
Living area
Exceptional
(7 reviews)

Turtle House - Waterfront with Dock - Unbelievable Sunset View

Matlacha

20% off
CA $284
CA $2,692 total
Turtle House - Waterfront with Dock - Unbelievable Sunset View
Marina
Dining
Living area
Pool
Exceptional
(31 reviews)

Island Getaway Florida

Saint James City

15% off
CA $370
CA $3,592 total
Island Getaway Florida
Private kitchen
Living area
Interior
Private kitchen
Exceptional
(10 reviews)

New Amazing Villa on water in charming Captiva

Captiva

5% off
CA $392
CA $3,505 total
New Amazing Villa on water in charming Captiva
Living & Dining
Location
Master bedroom
Top deck lanai
Exceptional
(32 reviews)

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

Saint James City

10% off
CA $479
CA $4,527 total
PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool
Private kitchen
Marina
Pool
Living area
Exceptional
(8 reviews)

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

Saint James City

10% off
CA $423
CA $4,092 total
3-bedroom waterfront pool house in Manatee Bay. BYOB: Bring your own boat
Room
Interior
Dining
Exterior detail
Exceptional
(61 reviews)

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

Bokeelia

10% off
CA $93
CA $880 total
Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.
Exterior
Living area
Interior
Private kitchen
Exceptional
(9 reviews)

The Crab Shack - Cozy Comfort in Flamingo Bay - 2Bed/1Bath

Saint James City

5% off
CA $177
CA $1,798 total
The Crab Shack - Cozy Comfort in Flamingo Bay - 2Bed/1Bath
The kitchen table overlooks the living area, tv, and back porch.
The Island Club store has souvenirs and tasty treats for North Captiva visitors
Nestled among native palms, Gumbo Limbo is a private, wildlife-friendly retreat.
The comfy couch opens into a queen size bed.
Exceptional
(32 reviews)

Pools, Kayaks, Tennis, Golf Cart & Both Island Clubs Included w/Boat Dock Option

Captiva

5% off
CA $426
CA $4,037 total
Pools, Kayaks, Tennis, Golf Cart & Both Island Clubs Included w/Boat Dock Option
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
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.
Aerial view
“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

10% off
CA $728
CA $7,465 total
Car-Free Island Escape | Pool, Spa + Golf Cart
Living area
Kitchen view from living room
Terrace/patio
Queen/master bedroom with bathroom ensuite
Exceptional
(13 reviews)

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

Saint James City

10% off
CA $223
CA $2,088 total
LOCATION Cozy bungalow on Monroe Canal, the most entertaining / traveled canal
Dolphins' fountain in front yard.
Magnificent sunset views from screened porch overlooking pool and golf course.
Breakfast in screened porch overlooking pool, backyard and  lakes and greens.
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

10% off
CA $868
CA $7,578 total
SANIBEL SUN CASTLE Splendid home, heated pool, great location, bike to beach.
Enjoy your morning coffee or a meal in our private, walkout, screened  patio.
Ground floor condo with walk-out patio, just steps to the pool or Sanibel beach.
Private access path to Sanibel’s famous Gulf of Mexico beach
Sanibel Island’s famous Gulf of Mexico beach is just steps away.
Exceptional
(122 reviews)

Rare Walkout Condo On Sanibel Beach

Sanibel

5% off
CA $576
CA $5,276 total
Rare Walkout Condo On Sanibel Beach
Living area
Living area
Living area
Living area
Exceptional
(65 reviews)

⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️

Captiva

20% off
CA $580
CA $5,565 total
⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️
Living area
Living area
Room
Pool
Excellent
(15 reviews)

Waterfront House Best Location! Private deep water dock

Captiva

10% off
CA $994
CA $8,903 total
Waterfront House Best Location! Private deep water dock

Find out more about Captiva Island

Why visit Captiva Island

  • Beautiful Beaches: Enjoy the pristine, private beaches perfect for relaxation and sunbathing.
  • Outdoor Adventures: Explore the natural beauty of the island through kayaking, biking, and wildlife spotting.
  • Family-Friendly Activities: Engage in a variety of fun and safe activities suitable for all ages.
  • Scenic Excursions: Take romantic trips to nearby Sanibel Island for more exploration and adventure.
  • Charming Accommodations: Choose from a range of holiday rentals, including cozy homes and spacious villas.

Popular types of accommodation around Captiva Island

If you're considering a getaway to Captiva Island, you'll find a variety of charming options for your stay. The most popular types of holiday rentals include private holiday homes, condos, and villas, each offering a unique experience. Whether you're looking for a cozy retreat or a spacious family accommodation, Captiva Island holiday rentals provide the perfect setting for your vacation. Enjoy the beauty of this stunning destination with the comfort and convenience of a home away from home.

  • Private Holiday Homes: These spacious and well-equipped residences offer a perfect retreat for families or groups, providing a home-like atmosphere with privacy.
  • Condos: Ideal for those seeking convenience, condos combine comfort and amenities, often featuring stunning views and access to shared facilities.
  • Villas: Luxurious and often situated near the beach, villas provide an upscale experience with stylish interiors and private outdoor areas.
  • Apartments: A practical choice for couples or solo travellers, apartments offer essential amenities in a compact space, perfect for shorter stays.
  • Cottages: Quaint and charming, cottages create a cozy atmosphere, ideal for a romantic getaway or a peaceful retreat.**

Top attractions near Captiva Island

Captiva Island offers a delightful blend of beach relaxation, outdoor adventures, and family-friendly activities, making it an ideal holiday destination. Visitors can enjoy stunning beaches, explore the natural beauty of the island, and take in the vibrant local culture. With a variety of parks and recreational areas nearby, Captiva Island caters to those seeking both adventure and tranquility, ensuring a memorable experience for all travelers.

  • Sanibel Island Southern Beach: Located 11km from Captiva Island, this stunning beach offers laid-back vibes with soft, sandy shores perfect for relaxing, sunbathing, and shell collecting.
  • North Captiva Island Beach: Just 6km away, this secluded island boasts pristine beaches and outdoor activities, ideal for nature lovers and those seeking tranquility.
  • Jensen’s Marina: Situated only 966m from Captiva, this marina provides adventurous opportunities for boating and fishing, surrounded by beautiful beach scenery.

Things to do recommended for couples

Captiva Island offers a delightful escape for couples. Enjoy a romantic sunset stroll along the pristine beaches, indulge in a couple’s massage at a local spa, or embark on a sunset cruise to witness the breathtaking Gulf of Mexico views. Create unforgettable memories together.

Things to do recommended for families

Families visiting Captiva Island can enjoy a delightful day at the J.N. Ding Darling National Wildlife Refuge, discovering local wildlife on guided tram tours and exploring scenic trails. Don't miss the chance to build sandcastles on the beautiful beaches, creating lasting memories together.

Things to do recommended for groups

Explore the stunning beaches of Captiva Island, go on a guided kayak tour through the mangroves, or enjoy a sunset sail with your group. Don't miss the opportunity to gather for a delicious seafood dinner at a local eatery while soaking in the beautiful island vibes.

*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, family, pets, or seeking extended stays, it's important to prioritize your needs when filtering options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Captiva Island with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Captiva Island with young kids: Traveling with young kids can present its challenges. It's important to prioritize 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, a family getaway isn't quite the same without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most 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 in search of vacation rentals that offer 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 features like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Captiva Island

Captiva Island offers a serene escape with its stunning private beaches and family-friendly atmosphere. Ideal for a relaxing holiday, visitors can explore the natural beauty of North Captiva Island or enjoy romantic excursions to nearby Sanibel Island. Experience the perfect blend of recreation and tranquility, making it an ideal destination for those seeking an island dream getaway filled with friendly locals and unforgettable memories.

  • Sanibel: Located 19km from Captiva Island, Sanibel is a charming city known for its stunning beaches and family-friendly atmosphere. This destination is perfect for outdoor enthusiasts, offering various recreational activities such as biking and kayaking. Visitors can enjoy beautiful beach access, where shelling and sunbathing are popular pastimes. The area features a delightful shopping mall centre, providing opportunities to explore local boutiques and eateries. Sanibel's natural beauty is highlighted by its picturesque landscapes and abundant wildlife, making it an ideal spot for nature lovers and families alike.
  • Sanibel Captiva Island: Just 13km from Captiva Island, Sanibel Captiva Island is a breathtaking oasis that embodies the essence of island life. This idyllic location attracts tourists seeking beach relaxation and outdoor adventures. The island boasts magnificent shorelines, perfect for family beach outings and water sports. Visitors can explore various recreational areas and shopping hubs that enhance their experience. The tranquil atmosphere and pristine environment make Sanibel Captiva Island a prime choice for those looking to unwind and connect with nature while enjoying family-friendly activities.
  • North Captiva: Situated 8km from Captiva Island, North Captiva is a serene neighborhood that offers a unique blend of beach and outdoor experiences. Known for its stunning scenery and tranquil beaches, this area is a paradise for nature enthusiasts and families. Visitors can engage in various activities, including underwater sports and exploring recreational areas. The idyllic setting is perfect for those looking to escape the hustle and bustle of everyday life, with beautiful beaches and lush landscapes creating a peaceful retreat for all who visit.

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 SunnyAverageSlightly Low
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 LowAverage
December68.5°F (20.3°C)No Rain (Dry)Mostly SunnyModerately LowSlightly High

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to refine your search by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly area to plan new trips, resume your previous planning, or manage your travel arrangements. You'll discover your saved or booked properties neatly organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/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 vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in Captiva Island

Do you want to find top things to see and do in the area? Travelers enjoy Captiva Island for its dolphin viewing opportunities, kayaking and fishing. Venture out of your cozy vacation rental and check out everything that makes Captiva Island a fun spot to vacation. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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 exciting outdoor activities or just want to appreciate the scenery, Captiva Island is a great spot to appreciate mother nature. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • 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 vacation rental accommodation in Captiva Island?
The most popular types of vacation 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 vacation 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 vacation rental in Captiva Island?
Property type, length of stay and time of year are some factors that can influence the price of a vacation home. Simply click on your travel dates to find your dream escape. From cozy chalets to expansive luxury villas, all Vrbo vacation 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 traveling. 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 vacation rentals, you'll enjoy choices to suit your taste and style, whether you're going on a vacation with family members, friends or even pets.
Can I find two-bedroom vacation rentals in Captiva Island?
You can pick from three two-bedroom vacation 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 vacation rental in Captiva Island?
The minimum age can vary across properties on Vrbo, so be sure to check the rules of the vacation home in Captiva Island you're considering. But typically, it's 16, 18 or 21.
How long can I rent a vacation 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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