Condo holiday rentals in Captiva

Sundial G406: Beach Front 1BR w/Ocean Views

On the beach with top floor ocean views! Enjoy sparkling ocean views from this relaxing coastal retreat, just steps from the beach. This large condo sleeps 4 and was fully renovated to include an expanded custom kitchen & luxury bathroom with large walk-in shower. Top of the line coastal furnishings in every room. The spacious master bedroom offers gulf views, king bed and a full-size desk if you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

Family · Location · Bathroom

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

Family · Location · Comfort

Relaxing beachfront condo Sanibel - Sandalfoot 5B2

Discover the ultimate retreat in this newly renovated 1-bedroom, 1-bath beachfront condo, located on the second floor of the coveted Sandalfoot Beachfront Condominium. With easy access to Sanibel’s pristine beaches and a peaceful, tranquil atmosphere, Unit 5B2 is the perfect escape for anyone looking to relax and enjoy the island’s natural beauty. This property is professionally managed by Gulf Coast Vacation Rentals. Unit 5B2 has been thoughtfully redesigned, offering a fresh, modern space

Family · Location · Hospitality

Captiva Beach Villa On The Gulf Beach !

Captiva Beach Villa 2527 is located directly on the beach. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This updated unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table. You will have access to the beach, pool, pickleball, tennis courts, beach chairs & towels and BBQ grills located in the front of the unit.

Location · Family · Getting around

NEW 354 Gulf Water Views + CoolCabana +Beach Items

Welcome to the new Loggerhead Cay 354, a tropical retreat on beautiful Sanibel Island where lush vegetation, swaying palms, and clear blue Gulf waters create the feeling of a Caribbean getaway. It’s hard to believe you’re still in Florida. Sanibel has been recognized as one of the Best Places to Visit in 2026 by Travel + Leisure and featured in The New York Times’ “52 Places to Go in 2026,” thanks to its natural beauty, peaceful atmosphere, and world-famous shelling beaches.

Family · Cleanliness · Air conditioning

Luxury Gulf View Condo + Steps to the Beach

Hurricane Update: When Hurricane Ian hit on September 28, 2022 it devastated the island. Many complexes are still recovering. There is a likelihood that you will hear construction noises throughout your stay from our complex depending on the dates of your stay. We appreciate you being part of the healing process. There are plenty of local restaurants and shops to experience during your stay, and our beach is beautiful! #SanibelStrong

Family · Location · Condition

2638 Beach Villas- Executive Captiva Condo

Welcome to 2638 Beach Villas—new to our program! This executive-caliber, 3-bedroom, 3-bath beachfront retreat spans over 1,500 sq. ft. and sleeps up to 9 guests (7 in beds + 2 on a sleeper sofa). Enjoy vaulted cedar ceilings with skylights, a private corner-unit location, and premium amenities including a heated pool, pickleball and tennis courts, high-speed Wi-Fi, and outdoor grills—perfect for a premier island getaway.

Location · Family · Sleep quality

Beach front, Beach Villa 2001

✨ Captiva Chic Villas: Gulf Beach Villa 2001 – Modern Style Meets Island Charm ✨ With a splash of Miami flair and a laid-back island spirit, this privately owned 2BR/2BA villa delivers a carefree retreat on Captiva’s sugar-sand shoreline. Steps from the beach and Captiva Village, this villa blends comfort and fun with stylish ease. Watch dolphins splash and sunsets glow from your private screened lanai. Sleeps 6.

Family · Location · Access

Spectacular Sanibel condo near beach with pool

Come be our guest to enjoy your visit to world famous Sanibel Island. This newly renovated, beautifully appointed two-bedroom, two-and-a-half bath townhouse-style condo comfortably sleeps 6 and is a short seven-minute walk to the gorgeous Gulf beach. The West End of Sanibel allows beachgoers to wander for miles surrounded by nature. There are vast expanses of unspoiled beach where nothing man-made can be seen.

Value · Location · Quiet

South Seas Serenity Luxury Beach Condo

⚓️This newly remodeled modern luxury condo is nestled in heart of Captiva, one of the premier vacation destinations in the Southwest Florida. Perfect for those who seek luxury, location and space. There are AIRBNB properties and there are South Seas Serenity Properties. We set ourselves apart by creating a 5 Star luxury experience while still having the space and quaintness of a AIRBNB property.⚓️

Family · Location · Beach

Captiva Hideaway on Old Lodge Lane

Amazing 2 bedroom upper condo (sleeps 4) overlooking Pine Island Sound. Take the spiral staircase to the pool and boat dock area. Just a short walk away from the beaches, and some of Captiva Island's best restaurants and bars where you can hear live music almost any night. This getaway destination that will soothe away the stresses of everyday hustle & bustle.

Family · Location · Accuracy

Stunning Modern Beach front condo - w golf cart!

This beachfront unit has just been renovated from top to bottom. Every square inch from the floors to the doors to the furniture, appliances and the $5000 Prana Sleep mattress! The ocean views from this unit are breathtaking. Includes your own private Golf Car! This beautiful beach front unit is located within the South Seas resort grounds.

Location · Value · Decor