Condo holiday rentals in Sanibel

4.86 out of 5 average rating, 7 reviews

Comfy Waterfront Condo at Tennisplace, POOL OPEN

Tennisplace A31- This comfy two bedroom condo at Tennisplace on Sanibel Island will make your next vacation, or work stay on this beautiful island, a comfortable and seamless one. With everything you need on site and included with your rental, such as a fully stocked kitchen and supplies for your stay, you can simply check in and get right to your vacation! With extremely close proximity to the Sanibel Causeway, guests will also not need to deal with unnecessary travel times on and off the islan

4.95 out of 5 average rating, 85 reviews

Right on the Beach with the Best Views and Rates!

Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Amazing views of the Gulf with 5 star ratings! 3-day min. Sustained min. damage from Hurricane Ian. New hurricane windows, freshly painted with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1: King bed, en suite, smart TV. BR 2: 2 twin beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow small dog.

Top Guest favourite

5 out of 5 average rating, 75 reviews

View of Gulf, Steps to Beach@The Turquoise Turtle

Welcome to The Turquoise Turtle, the newest and most stylish condo in Loggerhead Cay! Our personal vacation spot; this family friendly, coastal property overlooks the pool and is a two-minute walk to the gorgeous white sand beach. Fully renovated in 2021 with new kitchen, bathrooms, flooring, furniture, and curated beautiful beach decor. Grab a drink and relax on the patio, with a view of the beach and listen to the sound of the waves. At The Turquoise Turtle you will truly make memories!

Condo in Fort Myers Beach

4.94 out of 5 average rating, 33 reviews

Newly Renovated Second Floor 1 Bedroom Condo

We are back! Everything in the apartment is all brand new - be the first to experience our newly renovated space! Vacation Villas is the northernmost building on the island, with a secluded beachfront for your enjoyment, but only a short one mile walk to 'Times Square' - the heart of the island. Outdoor living at its best: on the beach, at the pool, on the private lanai, or cooking in the grilling area. Sink your toes in the powdered sugar sand and you will never want to go anywhere else!

4.94 out of 5 average rating, 102 reviews

Condo in Captiva

South Seas Resort Beach Villa 🌴 On The Beach !

South Seas 2527 is located in the Beach Villas area of the South Seas Resort, the Gulf of Mexico and pool can be viewed from the private lanai. This second floor 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 for your enjoyment. Beach chairs, umbrella and beach towels are provided with this unit since resort amenities are not available when you rent through an owner.

4.68 out of 5 average rating, 25 reviews

Loggerhead Cay 553 - gulf view, beach side vacatio

Loggerhead Cay 553 is a beautiful top floor two bedroom/two bath vacation condo which features vaulted ceilings with skylights in the Living Room & Master Bedroom. Fully equipped kitchen, spacious living area with a queen sleeper sofa. The master bedroom suite has a king bed with en-suite bathroom while the guest bedroom has two twin beds. Our condo offers free high speed wireless internet, cable TV and very easy access to the world famous Sanibel Island shelling beaches.

5 out of 5 average rating, 6 reviews

Sanibel Island Florida 2 Bdm Condo

A two bedroom unit features a king size bed in the master bedroom and two twin beds in the guest room. The unit includes a full kitchen, a sleeper sofa and two bathroom. Two TV's are located in the unit; one in the bedroom and one in the living room. The unit is equipped with a washer and dryer and a private screened balcony or patio. This room has a maximum occupancy of 6 and sleeps 4 privately. Kitchen (Full/All Units) DVD Player Balcony Or Patio Washer/Dryer

Condo in Fort Myers Beach

4.81 out of 5 average rating, 107 reviews

EBT 206C Exceptional Panoramic Gulf Views +2 Bikes

“Caihlin, you were a phenomenal host.” – Sandy, May 2025 Unit 206C at Estero Beach & Tennis Club offers the ultimate beachfront escape in Fort Myers Beach’s exclusive South End. With direct ocean views, pristine interiors, and steps to the sand, it’s perfect for relaxing, dolphin watching, and soaking up beach vibes. Thoughtfully designed and packed with top-tier amenities, it’s no surprise this clean, luxurious condo is a 5-star favorite.

4.94 out of 5 average rating, 17 reviews

"Seaspray" - beachfront, Amazing GULF VIEWS!

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 or neighboring complexes 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! #SanibelStrong

4.81 out of 5 average rating, 209 reviews

Condo in Bonita Springs

Cozy studio 1.3 miles to Barefoot Beach

Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

4.89 out of 5 average rating, 244 reviews

Rare walkout condo on Sanibel beach-Fully Restored

FULLY RESTORED AND 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.