Condo holiday rentals in Lee County

A screened lanai is furnished with a small round table and four chairs, providing a cozy dining space. Beach chairs are stored on the wall, with a view of the lush green lawn and distant ocean visible through the expansive glass sliding doors.

4.99 out of 5 average rating, 73 reviews

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.

A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.

4.96 out of 5 average rating, 117 reviews

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.

The modern kitchen features white cabinetry and grey granite countertops, equipped with stainless steel appliances including a refrigerator, oven, and dishwasher. A large sink is situated beside a window, with soft overhead lighting illuminating the space.

4.93 out of 5 average rating, 74 reviews

peaceful retreat with all the amenities

Welcome to your private first-floor condo in a small, quiet community just miles from Ft. Myers Beach and the Sanibel Causeway. Enjoy a coffee or glass of wine on the secluded lanai surrounded by palm trees or relax by the heated pool. This unit is newly painted and renovated and sleeps up to 6 people comfortably. You will find a fully stocked kitchen and in-unit washer and dryer. Bedrooms and living room are equipped with flat screen smart tv's and secure, high-speed internet is provided.

Superhost

5 out of 5 average rating, 3 reviews

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.

4.85 out of 5 average rating, 27 reviews

Level 19 | King Suite | Views | Pool+HotTub+Gym

A corner screened lanai offers views of palm trees and the bay. Comfortable wicker seating surrounds a small coffee table, creating a relaxed space for enjoying the outdoors. Bright sunlight filters through the screens, highlighting the natural beauty of the surrounding landscape.

5 out of 5 average rating, 15 reviews

Sanibel Harbour Resort 437 - Stunning Views!

This corner unit has a large screened lanai and tremendous views of the bay and the Gulf of Mexico. The sunset views are to die for, and the sound of the waves crashing on the beach is simply sublime. This Fort Myers vacation rental is part of the Marriott Sanibel Harbour Resort & Spa. Amenities included are a pool, spa, and sunning beach. Purchase access to additional Marriott amenities by calling the spa directly. Smoking is not permitted

4.98 out of 5 average rating, 53 reviews

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

4.83 out of 5 average rating, 30 reviews

Condo in Captiva

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.

4.91 out of 5 average rating, 22 reviews

The Coastline Apartment

Welcome to our waterfront apartment located in the heart of Downtown Fort Myers, FL. We are in walkable distance from shops, restaurants, galleries, parks, and nightlife. Whether you're looking to enjoy the serenity and quiet beauty of expansive water views along with beautiful sunsets, or hang out and enjoy what the area has to offer, this place is perfect for you.

A serene view of the Gulf of Mexico features soft waves lapping against a sandy shore, with clear turquoise water meeting an expansive blue sky. The adjacent image shows the condo's exterior with lush green landscaping, highlighting multiple units in a welcoming and well-maintained setting.

4.9 out of 5 average rating, 261 reviews

Rare walkout condo on Sanibel beach

READY FOR YOUR SANIBEL VACATION! Everything you need in this recently updated, comfortable 2 bedroom, 2 bath condo on beautiful Sanibel Island, Breakers West Unit A-6. Rare ground floor location; private walk-out patio leaves you just steps to the pool and less than a 2 minute walk to the world famous Sanibel beach on the Gulf of Mexico.

Superhost

An open-concept living area features large glass windows providing views of the outside. The space is furnished with a light grey sectional sofa and a blue armchair, complemented by a coffee table. A dining area with white chairs is visible in the background.

4.76 out of 5 average rating, 34 reviews

Sanibel Harbour Resort - 137: Stairs to Beach

The Bay View Tower pool and hot tub are open! Bay View Tower 137: Two bed & two bath condo at Sanibel Harbour Resort. Conveniently located before the causeway with easy access to Sanibel, Captiva, Ft Myers Beach, shopping and outdoor activities. Several restaurants in walking distance.