Real Estate Investment Properties for Sale in Captiva, FL

Looking for investment property in Captiva, FL with high ROI ?

Explore a variety of short-term homes & houses in Captiva, FL. Invest wisely with VRBO & Captiva, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Captiva, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1124 Longifolia Court Captiva, FL Welcome to the Palm & Shell. A rare opportunity to purchase an estate home on Captiva with...	5 beds \| 5 baths \| 4,356 sq.ft.	$3,395,000	Airbnb cash on cash: -0.17% Traditional cash on cash: -0.39% Airbnb Rental Income: $9171 Traditional Rental Income: $6750 Airbnb ROI: -0.17% Traditional ROI: -0.39%
640 Gulf Lane #3 Captiva, FL MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING! DESIRED VACATION RENTAL! Boat S...	2 beds \| 2 baths \| 1,124 sq.ft.	$1,299,000	Airbnb cash on cash: -0.57% Traditional cash on cash: -1.11% Airbnb Rental Income: $3654 Traditional Rental Income: $2202 Airbnb ROI: -0.57% Traditional ROI: -1.11%
11506 Wightman Lane Captiva, FL The popularity of this 3/3 Key West-style home, the Sun & Moon, may place it in the top ti...	3 beds \| 3 baths \| 1,521 sq.ft.	$1,790,000	Airbnb cash on cash: 0.25% Traditional cash on cash: -0.53% Airbnb Rental Income: $4673 Traditional Rental Income: $2413 Airbnb ROI: 0.25% Traditional ROI: -0.53%
1403 Beach Cottages Captiva, FL Experience effortless beachfront living at this beautifully renovated, turnkey 2-bedroom, ...	2 beds \| 2 baths \| 960 sq.ft.	$1,595,000	Airbnb cash on cash: -0.63% Traditional cash on cash: -1.37% Airbnb Rental Income: $3654 Traditional Rental Income: $1752 Airbnb ROI: -0.63% Traditional ROI: -1.37%
6 Beach Homes Captiva, FL Located within an intimate enclave of Captiva Beach Homes, Beach Home 6 delivers the ultim...	3 beds \| 3 baths \| 2,038 sq.ft.	$2,999,000	Airbnb cash on cash: -2.1% Traditional cash on cash: -2.19% Airbnb Rental Income: $4673 Traditional Rental Income: $3452 Airbnb ROI: -2.1% Traditional ROI: -2.19%
120 Swallow Drive Captiva, FL Exceptional opportunity to own a beautifully renovated 5-bedroom, 3.5-bath island retreat ...	5 beds \| 4 baths \| 1,682 sq.ft.	$1,125,000	Airbnb cash on cash: 5.06% Traditional cash on cash: 0.76% Airbnb Rental Income: $9171 Traditional Rental Income: $2958 Airbnb ROI: 5.06% Traditional ROI: 0.76%
2122 Gulf Beach Villas Captiva, FL Experience refined Gulf-front living in this exquisite 2-bedroom plus loft, 2-bath, two-st...	2 beds \| 2 baths \| 1,203 sq.ft.	$1,900,000	Airbnb cash on cash: -1.03% Traditional cash on cash: -1.32% Airbnb Rental Income: $3654 Traditional Rental Income: $2348 Airbnb ROI: -1.03% Traditional ROI: -1.32%
4541 Conch Shell Drive Captiva, FL An Island Masterpiece! This elegant, custom-designed island estate blends traditional isla...	3 beds \| 4 baths \| 1,646 sq.ft.	$1,395,000	Airbnb cash on cash: 0.6% Traditional cash on cash: -0.04% Airbnb Rental Income: $4673 Traditional Rental Income: $2882 Airbnb ROI: 0.6% Traditional ROI: -0.04%
5232 Bayside Villas Captiva, FL Start each day surrounded by the sights and sounds of island life from this second-floor, ...	1 beds \| 2 baths \| 684 sq.ft.	$494,900	Airbnb cash on cash: -1.56% Traditional cash on cash: -1.41% Airbnb Rental Income: $2046 Traditional Rental Income: $1582 Airbnb ROI: -1.56% Traditional ROI: -1.41%
1 Sunset Captiva Lane Captiva, FL Be captivated in Captiva Island at this extraordinary Gulf-front retreat, perfectly positi...	2 beds \| 3 baths \| 1,680 sq.ft.	$3,498,000	Airbnb cash on cash: -1.45% Traditional cash on cash: -1.5% Airbnb Rental Income: $3654 Traditional Rental Income: $2672 Airbnb ROI: -1.45% Traditional ROI: -1.5%
3132 Captiva Resort Villas Captiva, FL Imagine slipping away to Captiva and discovering the villa that redefines your idea of an ...	2 beds \| 2 baths \| 906 sq.ft.	$624,000	Airbnb cash on cash: 0.97% Traditional cash on cash: -1.14% Airbnb Rental Income: $3654 Traditional Rental Income: $1627 Airbnb ROI: 0.97% Traditional ROI: -1.14%
24 Beach Homes Captiva, FL Welcome to Beach Home 24, a stunning coastal retreat that has been completely renovated, r...	4 beds \| 5 baths \| 2,392 sq.ft.	$4,850,000	Airbnb cash on cash: -1.81% Traditional cash on cash: -1.26% Airbnb Rental Income: $3560 Traditional Rental Income: $5223 Airbnb ROI: -1.81% Traditional ROI: -1.26%
17170 Captiva Drive Captiva, FL Own this little adorable Captiva beach cottage OR "IMAGINE" and build something incrediabl...	2 beds \| 2 baths \| 1,344 sq.ft.	$3,250,000	Airbnb cash on cash: -0.71% Traditional cash on cash: -0.94% Airbnb Rental Income: $3654 Traditional Rental Income: $2159 Airbnb ROI: -0.71% Traditional ROI: -0.94%
4551 Bartlett Parkway Captiva, FL Recently reduce price makes this one of the best homes available on the island. Just steps...	3 beds \| 3 baths \| 1,722 sq.ft.	$799,000	Airbnb cash on cash: 3.35% Traditional cash on cash: 2% Airbnb Rental Income: $4673 Traditional Rental Income: $2704 Airbnb ROI: 3.35% Traditional ROI: 2%
484 Gulf Bend Drive Captiva, FL GREAT OPPORTUNITY! This is Your Chance for a LARGE PRIME GULF FRONT BEACH HOME! This AMAZI...	3 beds \| 3 baths \| 2,435 sq.ft.	$1,750,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 0.61% Airbnb Rental Income: $4673 Traditional Rental Income: $4031 Airbnb ROI: 0.41% Traditional ROI: 0.61%
15411 Captiva Drive #3B Captiva, FL Opportunity is Knocking! If you are looking for a beautiful Gulf to Bay property to call h...	3 beds \| 3 baths \| 1,410 sq.ft.	$1,295,000	Airbnb cash on cash: -0.62% Traditional cash on cash: -1.59% Airbnb Rental Income: $4673 Traditional Rental Income: $2537 Airbnb ROI: -0.62% Traditional ROI: -1.59%
16632 Captiva Drive Captiva, FL A rare Gulf-front estate opportunity on Captiva Island featuring approximately 100 feet of...	5 beds \| 4 baths \| 3,681 sq.ft.	$5,699,000	Airbnb cash on cash: -0.69% Traditional cash on cash: -0.63% Airbnb Rental Income: $9171 Traditional Rental Income: $7808 Airbnb ROI: -0.69% Traditional ROI: -0.63%
25 Beach Homes Captiva, FL Located within the gates of South Seas Resort on Captiva Island, Beach Home 25 has been co...	4 beds \| 4 baths \| 1,618 sq.ft.	$3,695,000	Airbnb cash on cash: -2.09% Traditional cash on cash: -2.13% Airbnb Rental Income: $3560 Traditional Rental Income: $2646 Airbnb ROI: -2.09% Traditional ROI: -2.13%
15153 Captiva Drive Captiva, FL Wake up to this every day... Captiva's Best Value for Buyers Seeking Walkability, Deep-Wat...	3 beds \| 3 baths \| 2,414 sq.ft.	$4,890,000	Airbnb cash on cash: -0.44% Traditional cash on cash: -0.29% Airbnb Rental Income: $4673 Traditional Rental Income: $4421 Airbnb ROI: -0.44% Traditional ROI: -0.29%
16770 Captiva Drive Captiva, FL This meticulously refined Gulf-front estate embodies the essence of tropical luxury-where ...	5 beds \| 5 baths \| 4,134 sq.ft.	$9,700,000	Airbnb cash on cash: -0.74% Traditional cash on cash: -0.6% Airbnb Rental Income: $9171 Traditional Rental Income: $8694 Airbnb ROI: -0.74% Traditional ROI: -0.6%
15899 Captiva Drive Captiva, FL Nestled between the Gulf and Bay, this stunning beachfront home offers unparalleled 180-de...	4 beds \| 3 baths \| 2,897 sq.ft.	$5,250,000	Airbnb cash on cash: -1.17% Traditional cash on cash: -0.77% Airbnb Rental Income: $3560 Traditional Rental Income: $4752 Airbnb ROI: -1.17% Traditional ROI: -0.77%
941 S Seas Plantation Road Captiva, FL Rare opportunity to purchase a luxurious Gulf Front Estate on Captiva Island within the ga...	3 beds \| 4 baths \| 3,152 sq.ft.	$9,450,000	Airbnb cash on cash: -1.4% Traditional cash on cash: -1.17% Airbnb Rental Income: $4673 Traditional Rental Income: $5758 Airbnb ROI: -1.4% Traditional ROI: -1.17%
621 Rum Road Captiva, FL UPPER CAPTIVA CANAL HOME. Room for two boats. Needs some updating. Beautiful private views...	3 beds \| 4 baths \| 2,481 sq.ft.	$1,299,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 1.26% Airbnb Rental Income: $4673 Traditional Rental Income: $4689 Airbnb ROI: 0.45% Traditional ROI: 1.26%
4500 Seair Lane Captiva, FL One of the Newest Homes recently built on North Captiva! Just completed in 2022, this home...	3 beds \| 3 baths \| 1,808 sq.ft.	$1,499,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 0.18% Airbnb Rental Income: $4673 Traditional Rental Income: $2725 Airbnb ROI: 0.89% Traditional ROI: 0.18%
5122 Bayside Villas Captiva, FL Just renovated Bayside Villa located in the gated private South Seas Resort. New kitchen a...	1 beds \| 2 baths \| 684 sq.ft.	$549,000	Airbnb cash on cash: -1.34% Traditional cash on cash: -0.3% Airbnb Rental Income: $2046 Traditional Rental Income: $2050 Airbnb ROI: -1.34% Traditional ROI: -0.3%
1071 S Seas Plantation Road Captiva, FL Beachfront on Captiva Island, where Gulf views and spectacular sunsets become part of ever...	3 beds \| 4 baths \| 2,076 sq.ft.	$4,200,000	Airbnb cash on cash: -1.27% Traditional cash on cash: -1.26% Airbnb Rental Income: $4673 Traditional Rental Income: $3740 Airbnb ROI: -1.27% Traditional ROI: -1.26%
2121 Gulf Beach Villas Captiva, FL This two-story, three-bedroom, three-bath Beach Villa offers direct Gulf views and a desir...	3 beds \| 3 baths \| 1,500 sq.ft.	$1,049,000	Airbnb cash on cash: 0.12% Traditional cash on cash: -0.79% Airbnb Rental Income: $4673 Traditional Rental Income: $2818 Airbnb ROI: 0.12% Traditional ROI: -0.79%
2117 Gulf Beach Villas Captiva, FL Enjoy Gorgeous Sunsets and Sand Between Your Toes! Directly on the beach! This coastal ins...	1 beds \| 1 baths \| 687 sq.ft.	$610,000	Airbnb cash on cash: -3.02% Traditional cash on cash: -2.77% Airbnb Rental Income: $2046 Traditional Rental Income: $1660 Airbnb ROI: -3.02% Traditional ROI: -2.77%
11400 Old Lodge Lane #1C Captiva, FL Spectacular, direct Bayfront vistas from this furnished, 2 bedroom and 2 bath condo situat...	2 beds \| 2 baths \| 1,200 sq.ft.	$1,375,000	Airbnb cash on cash: -0.01% Traditional cash on cash: -1.07% Airbnb Rental Income: $3654 Traditional Rental Income: $1510 Airbnb ROI: -0.01% Traditional ROI: -1.07%
4216 Bayside Villas Captiva, FL This beautifully appointed one-bedroom, two-bathroom villa at Bayside Villas is not only a...	1 beds \| 2 baths \| 684 sq.ft.	$489,000	Airbnb cash on cash: -1.42% Traditional cash on cash: -0.68% Airbnb Rental Income: $2046 Traditional Rental Income: $1856 Airbnb ROI: -1.42% Traditional ROI: -0.68%
3233 Captiva Resort Villas Captiva, FL Tucked within the gated setting of South Seas Resort, 3233 Tennis Villas presents an invit...	2 beds \| 2 baths \| 894 sq.ft.	$550,000	Airbnb cash on cash: 1.25% Traditional cash on cash: -0.97% Airbnb Rental Income: $3654 Traditional Rental Income: $1718 Airbnb ROI: 1.25% Traditional ROI: -0.97%
16530 Captiva Drive Captiva, FL The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time e...	5 beds \| 6 baths \| 5,843 sq.ft.	$12,500,000	Airbnb cash on cash: -1.17% Traditional cash on cash: -0.49% Airbnb Rental Income: $9171 Traditional Rental Income: $15357 Airbnb ROI: -1.17% Traditional ROI: -0.49%
16886 Captiva Drive Captiva, FL Rare Beachfront Estate with Separate Guest Home on Captiva Island Seize the rare opportuni...	5 beds \| 5 baths \| 4,608 sq.ft.	$6,900,000	Airbnb cash on cash: -0.48% Traditional cash on cash: -0.24% Airbnb Rental Income: $9171 Traditional Rental Income: $8984 Airbnb ROI: -0.48% Traditional ROI: -0.24%
2611 Beach Villas Captiva, FL BUY THE OPPORTUNITY WHILE IT'S HERE. There is a remarkable disconnect between the value fo...	2 beds \| 2 baths \| 1,044 sq.ft.	$889,000	Airbnb cash on cash: -0.28% Traditional cash on cash: -1.41% Airbnb Rental Income: $3654 Traditional Rental Income: $1925 Airbnb ROI: -0.28% Traditional ROI: -1.41%
19 Beach Homes Captiva, FL Offering a premier direct Gulf-front location, Beach Home 19 is an elevated 3 Bedroom + De...	3 beds \| 3 baths \| 2,096 sq.ft.	$4,900,000	Airbnb cash on cash: -1.01% Traditional cash on cash: -0.86% Airbnb Rental Income: $3654 Traditional Rental Income: $3530 Airbnb ROI: -1.01% Traditional ROI: -0.86%
16543 Captiva Drive Captiva, FL Nestled along the most coveted stretch of Captiva Island's Gold Coast, This charming Old F...	3 beds \| 3 baths \| 2,373 sq.ft.	$3,750,000	Airbnb cash on cash: -1.19% Traditional cash on cash: -0.98% Airbnb Rental Income: $4673 Traditional Rental Income: $4439 Airbnb ROI: -1.19% Traditional ROI: -0.98%
16730 Captiva Drive Captiva, FL Fantastic Private Beachfront Sanctuary located on the Gold Coast of Captiva Island, where ...	5 beds \| 6 baths \| 5,059 sq.ft.	$10,900,000	Airbnb cash on cash: -0.86% Traditional cash on cash: -0.35% Airbnb Rental Income: $9171 Traditional Rental Income: $12656 Airbnb ROI: -0.86% Traditional ROI: -0.35%
4511 Bartlett Parkway Captiva, FL A Must See! North Captiva Island FABULOUS Young Island Pool Home! Beautiful Coastal Turnke...	3 beds \| 2 baths \| 1,500 sq.ft.	$1,144,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 0.79% Airbnb Rental Income: $4673 Traditional Rental Income: $2921 Airbnb ROI: 1.53% Traditional ROI: 0.79%
1602 Lands End Village Captiva, FL Perched at the northernmost point of Captiva Island, Lands End 1602 is a rare end-unit pen...	3 beds \| 3 baths \| 2,444 sq.ft.	$2,259,000	Airbnb cash on cash: -1.98% Traditional cash on cash: -1.57% Airbnb Rental Income: $4673 Traditional Rental Income: $4546 Airbnb ROI: -1.98% Traditional ROI: -1.57%
11510 Murmond Lane Captiva, FL Over the years, one of the most popular weekly vacation rental homes on Captiva has had an...	2 beds \| 2 baths \| 1,344 sq.ft.	$1,650,000	Airbnb cash on cash: -0.23% Traditional cash on cash: -0.52% Airbnb Rental Income: $3654 Traditional Rental Income: $2411 Airbnb ROI: -0.23% Traditional ROI: -0.52%

Real Estate investment in Captiva, FL

There are 58 properties for sale in the city of Captiva . The median list price in Captiva is $1,049,372 and the average price per square foot is $543. In September 2026, the average monthly cash on cash return in Captiva is -1.00%. The average monthly rental income in Captiva is $2,327.

Captiva, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 58 investment properties available for sale in Captiva.

In 2026, the best neighborhood to buy investment property is Captiva.

The ROI for Short-Term is higher than the Long-Term in Captiva with average rental income of $3,654.

Your search for investment property begins and ends here

Investment Property for Sale in Captiva, FL

1124 Longifolia Court

Captiva, FL

5 beds | 5 baths | 4,356 sq.ft.

$3,395,000

Airbnb cash on cash: -0.17%

Traditional cash on cash: -0.39%

Airbnb Rental Income: $9171

Traditional Rental Income: $6750

Airbnb ROI: -0.17%

Traditional ROI: -0.39%

640 Gulf Lane #3

Captiva, FL

2 beds | 2 baths | 1,124 sq.ft.

$1,299,000

Airbnb cash on cash: -0.57%

Traditional cash on cash: -1.11%

Airbnb Rental Income: $3654

Traditional Rental Income: $2202

Airbnb ROI: -0.57%

Traditional ROI: -1.11%

11506 Wightman Lane

Captiva, FL

3 beds | 3 baths | 1,521 sq.ft.

$1,790,000

Airbnb cash on cash: 0.25%

Traditional cash on cash: -0.53%

Airbnb Rental Income: $4673

Traditional Rental Income: $2413

Airbnb ROI: 0.25%

Traditional ROI: -0.53%

1403 Beach Cottages

Captiva, FL

2 beds | 2 baths | 960 sq.ft.

$1,595,000

Airbnb cash on cash: -0.63%

Traditional cash on cash: -1.37%

Airbnb Rental Income: $3654

Traditional Rental Income: $1752

Airbnb ROI: -0.63%

Traditional ROI: -1.37%

6 Beach Homes

Captiva, FL

3 beds | 3 baths | 2,038 sq.ft.

$2,999,000

Airbnb cash on cash: -2.1%

Traditional cash on cash: -2.19%

Airbnb Rental Income: $4673

Traditional Rental Income: $3452

Airbnb ROI: -2.1%

Traditional ROI: -2.19%

120 Swallow Drive

Captiva, FL

5 beds | 4 baths | 1,682 sq.ft.

$1,125,000

Airbnb cash on cash: 5.06%

Traditional cash on cash: 0.76%

Airbnb Rental Income: $9171

Traditional Rental Income: $2958

Airbnb ROI: 5.06%

Traditional ROI: 0.76%

2122 Gulf Beach Villas

Captiva, FL

2 beds | 2 baths | 1,203 sq.ft.

$1,900,000

Airbnb cash on cash: -1.03%

Traditional cash on cash: -1.32%

Airbnb Rental Income: $3654

Traditional Rental Income: $2348

Airbnb ROI: -1.03%

Traditional ROI: -1.32%

4541 Conch Shell Drive

Captiva, FL

3 beds | 4 baths | 1,646 sq.ft.

$1,395,000

Airbnb cash on cash: 0.6%

Traditional cash on cash: -0.04%

Airbnb Rental Income: $4673

Traditional Rental Income: $2882

Airbnb ROI: 0.6%