Photo by Anthony Ball

Captiva Island holiday rentals

We found 2,323 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Captiva Island

Showing deals for:11 Dec - 18 Dec

Property grounds
Room
Private kitchen
Interior
Exceptional
(60 reviews)

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

Matlacha

8% off
AU$1,670
for 7 nights, 1 room
AU$239 per night
includes taxes & fees
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Living Room double ceiling high
Games on "Beachy" Backard
double high ceilings and barn doors in loft kids room.
Dining
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
Pool
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
Room
Exterior
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!
Living area
So close to our beautiful beach.
Interior
Property grounds
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.
Living area
Outdoor dining
Private kitchen
Exterior
Exceptional
(7 reviews)

Turtle House - Waterfront with Dock - Unbelievable Sunset View

Matlacha

16% off
AU$2,697
for 7 nights, 1 home
AU$385 per night
includes taxes & fees
Turtle House - Waterfront with Dock - Unbelievable Sunset View
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
AU$7,641
for 7 nights, 1 home
AU$1,092 per night
includes taxes & fees
Pet-Friendly Island Home | Pool, Hot Tub + Cart
Exterior
Outdoor dining
Marina
Room
Exceptional
(11 reviews)

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

Matlacha

7% off
AU$1,814
for 7 nights, 1 cottage
AU$259 per night
includes taxes & fees
Orange You Glad Cottage - A Fisherman’s Paradise in sunny Matlacha
Exterior
Dining
Marina
Pool
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
“The calm before the plane lands—just us, the breeze, and a beautiful 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.
Welcome to Paradise
Aerial view
Exceptional
(12 reviews)

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

Captiva

7% off
AU$7,570
for 7 nights, 1 home
AU$1,081 per night
includes taxes & fees
Car-Free Island Escape | Pool, Spa + Golf Cart
Living & Dining
Location
Top deck lanai
Kitchen
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
Room
Interior
Exterior detail
Exterior detail
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.
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

7% off
AU$4,107
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
Property grounds
Kitchen view from living room
Queen/master bedroom with bathroom ensuite
Terrace/patio
Exceptional
(13 reviews)

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

Saint James City

8% off
AU$2,098
for 7 nights, 1 home
AU$300 per night
includes taxes & fees
LOCATION Cozy bungalow on Monroe Canal, the most entertaining / traveled canal
MASTER SUITE - King-size bed, balcony overlooking pool and golf course
Magnificent sunset views from screened porch overlooking pool and golf course.
Dolphins' fountain in front yard.
Backyard fountain. The soothing sound of falling waters fills pool deck & 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
Exterior
Living area
Excellent
(15 reviews)

Waterfront House Best Location! Private deep water dock

Captiva

8% off
AU$9,005
for 7 nights, 1 home
AU$1,286 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$5,544
for 7 nights, 1 apartment
AU$792 per night
includes taxes & fees
⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️
Enjoy a cup of coffee or a glass of wine listening to the waves.
Enjoy a cup of coffee or a glass of wine.
View from Lanai
Peaceful evening on a large lanai.  View is more expansive since Ian.
Exceptional
(101 reviews)

Sundial of Sanibel B307, Direct Beachview

Sanibel

8% off
AU$3,329
for 7 nights, 1 apartment
AU$476 per night
includes taxes & fees
Sundial of Sanibel B307, Direct Beachview
Dining
Living area
Living area
Dining
Exceptional
(46 reviews)

⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️

Captiva

15% off
AU$5,263
for 7 nights, 1 apartment
AU$752 per night
includes taxes & fees
⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️
Interior
Living area
Living area
Pool
Exceptional
(111 reviews)

Sundial F401 Penthouse Beachfront with Wrap Around Balcony

Sanibel

8% off
AU$3,981
for 7 nights, 1 apartment
AU$569 per night
includes taxes & fees
Sundial F401 Penthouse Beachfront with Wrap Around Balcony
Living area
Living area
Property grounds
Private kitchen
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
Room
Living area
Dining
Interior
Exceptional
(16 reviews)

Beachfront Condo, 2bd/2bath Pet-Friendly

Sanibel

8% off
AU$3,642
for 7 nights, 1 apartment
AU$520 per night
includes taxes & fees
Beachfront Condo, 2bd/2bath Pet-Friendly
Private, second-level screened patio with view of nicely landscaped garden area.
Private access path to Sanibel’s famous Gulf of Mexico beach.
2nd level condo (middle of photo) with private, patio and trooical garden view.
Just steps to the beach or our pool as you relax in this tropical setting.
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
Living area
Beach
Exterior
Private kitchen
Exceptional
(128 reviews)

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

Captiva

8% off
AU$4,970
for 7 nights, 1 apartment
AU$710 per night
includes taxes & fees
Stunning Modern beach front unit - completely renovated! Includes golf cart!
  • 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

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 home accommodation in Captiva Island?
The most popular types of holiday homes in Captiva Island are condos. Looking for something different? Stayz 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 Stayz 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 Stayz 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 Stayz 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 Stayz, 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 Stayz'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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