Photo by Anthony Ball

Captiva Island holiday rentals

We found 2,352 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Captiva Island

Showing deals for:13 Nov - 20 Nov

Interior
Room
Property grounds
Outdoor dining
Exceptional
(60 reviews)

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

Matlacha

8% off
AU$1,673
for 7 nights, 1 room
AU$239 per night
includes taxes & fees
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Top deck lanai
Location
Living & Dining
Master bedroom
Exceptional
(31 reviews)

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

Saint James City

8% off
AU$4,550
for 7 nights, 1 home
AU$650 per night
includes taxes & fees
PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool
Living area
Dining
Marina
Pool
Exceptional
(30 reviews)

Island Getaway Florida

Saint James City

11% off
AU$3,613
for 7 nights, 1 home
AU$516 per night
includes taxes & fees
Island Getaway Florida
Kitchen / Dining
Front Entry
Pool
Kitchen
Exceptional
(15 reviews)

Open Breeze - Luxury Near Beach Home on Captiva

Captiva

7% off
AU$12,406
for 7 nights, 1 home
AU$1,772 per night
includes taxes & fees
Open Breeze - Luxury Near Beach Home on Captiva
Living area
So close to our beautiful beach.
Interior
Pool
Exceptional
(48 reviews)

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

Captiva

9% off
AU$5,655
for 7 nights, 1 home
AU$808 per night
includes taxes & fees
Upgraded beach house located just steps away from the beach. Pool and Hot tub.
Exterior
Outdoor dining
Marina
Room
Exceptional
(10 reviews)

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

Matlacha

7% off
AU$1,858
for 7 nights, 1 cottage
AU$265 per night
includes taxes & fees
Orange You Glad Cottage - A Fisherman’s Paradise in sunny Matlacha
Private kitchen
Outdoor dining
Dining
Living area
Exceptional
(7 reviews)

Turtle House - Waterfront with Dock - Unbelievable Sunset View

Matlacha

16% off
AU$2,726
for 7 nights, 1 home
AU$389 per night
includes taxes & fees
Turtle House - Waterfront with Dock - Unbelievable Sunset View
Pool
Exterior
Living area
Dining
Exceptional
(5 reviews)

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

Captiva

8% off
AU$7,084
for 7 nights, 1 home
AU$1,012 per night
includes taxes & fees
Two minute walk to a soft sandy beach with some of the best shelling in the US.
Living Room double ceiling high
Games on "Beachy" Backard
Double size lot in secluded cul de sac
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
AU$6,596
for 7 nights, 1 home
AU$942 per night
includes taxes & fees
Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week
Private kitchen
Interior
Room
Interior
Exceptional
(5 reviews)

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

Matlacha

7% off
AU$1,930
for 7 nights, 1 home
AU$276 per night
includes taxes & fees
Cozy fishing cottage on canal in Matlacha - 2 bedrooms and large outdoor space
Property grounds
Exterior
Interior
Interior
Exceptional
(38 reviews)

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

Captiva

8% off
AU$5,684
for 7 nights, 1 home
AU$812 per night
includes taxes & fees
Spectacular beach front views with a short walk to members only beach
Exterior detail
Interior
Dining
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.
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! 🏝️✨”
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
“Island nights are better by the fire table 💛🏝️”
Exceptional
(23 reviews)

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

Captiva

7% off
AU$7,593
for 7 nights, 1 home
AU$1,085 per night
includes taxes & fees
Pet-Friendly Island Home | Pool, Hot Tub + Cart
Living area
Kitchen view from living room
Property grounds
Queen/master bedroom with bathroom ensuite
Exceptional
(11 reviews)

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

Saint James City

8% off
AU$1,965
for 7 nights, 1 home
AU$281 per night
includes taxes & fees
LOCATION Cozy bungalow on Monroe Canal, the most entertaining / traveled canal
Living area
Dining
Exterior
Room
Exceptional
(33 reviews)

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

Captiva

8% off
AU$4,734
for 7 nights, 1 home
AU$676 per night
includes taxes & fees
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Master bedroom (Queen), walk out to lanai
Oversized Salt water pool with spa
Pool 80+ degrees
Spa 100+ degrees, on demand
Fully functional open kitchen
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
AU$2,950
for 7 nights, 1 home
AU$421 per night
includes taxes & fees
Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife
Sports court
Another Lanai View
Lovely and Well Equipped Kitchen
Dining Nook in Kitchen
Exceptional
(78 reviews)

Gulf Front Sanibel Condo with Spectacular Views

Sanibel

8% off
AU$6,813
for 7 nights, 1 apartment
AU$973 per night
includes taxes & fees
Gulf Front Sanibel Condo with Spectacular Views
Interior
Beach
Room
Pool
Exceptional
(65 reviews)

⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️

Captiva

15% off
AU$5,417
for 7 nights, 1 apartment
AU$774 per night
includes taxes & fees
⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️
Interior
Exterior
Pool
Living area
Exceptional
(45 reviews)

⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️

Captiva

15% off
AU$5,376
for 7 nights, 1 apartment
AU$768 per night
includes taxes & fees
⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️
Dining
Living area
Pool
Room
Exceptional
(14 reviews)

Beachfront Condo, 2bd/2bath Pet-Friendly

Sanibel

8% off
AU$3,124
for 7 nights, 1 apartment
AU$446 per night
includes taxes & fees
Beachfront Condo, 2bd/2bath Pet-Friendly
Exterior
Living area
Private kitchen
Property grounds
Excellent
(24 reviews)

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

Captiva

8% off
AU$4,657
for 7 nights, 1 cottage
AU$665 per night
includes taxes & fees
Spacious "Crab Cakes" Cottage on N. Captiva with GolfCart, Starlink and new AC
Living area
Beach
Exterior
Private kitchen
Exceptional
(125 reviews)

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

Captiva

8% off
AU$4,808
for 7 nights, 1 apartment
AU$687 per night
includes taxes & fees
Stunning Modern beach front unit - completely renovated! Includes golf cart!
Spacious, light-filled living space with coastal-inspired decor
Large and comfortable living room with full size pull out bed
Large living room
Loggerhead Cay aerial view
Exceptional
(10 reviews)

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

Sanibel

8% off
AU$4,139
for 7 nights, 1 apartment
AU$591 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, 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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