
Holiday rentals with outdoor seating in North Captiva Island
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Top-rated Holiday Houses with Outdoor Seating in North Captiva Island
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Holiday House Rentals with Outdoor Seating

Dog Friendly | Pool, Kayaks, Dock, & Gulf Access
What a great house. My family and I had an amazing time. The house was super clean. The pool and back dock area were a great feature of the house. Lots to do in the house. Great location. Tonya was an amazing host. Great communication, always responded quickly and was super nice. Would definitely recommend this house to anyone. We would definitely stay here again.

Backyard Dream-Oasis! - Heated Pool
We had a wonderful time. Thank you!

Chasing Sunsets SLT wtr pool, kayak, paddle & fish
Mindy was amazing and extremely helpful- quick to respond to messages and she provided her phone number so that we could call about anything. We had a wonderful visit at this beautiful home sitting on the canal. This home is close to all of the beaches that we wanted to explore - within a 25 to 30 minute drive - which wasn’t bad for us. The pool was so magical overlooking the canal with spectacular sunsets! Early morning coffee on the dock was just what the doctor ordered for a peaceful start to each day. Bikes were such an extra perk. I was able to ride down to the country club every evening (it is open to the public) and enjoy evening concerts outside when they had them. Perfect for little tots. Very accommodating regarding high chairs and crib. Overall our family had a magnificent time and made memories to last a lifetime! Thank you ‘Mindy! 😊

Morning Glory - Walking Distance to Surfside Shops
The house was beautiful! Very peaceful and comfy. My family and I really enjoyed our stay.

Bougee Waterfront with Salt Water Pool/Spa/Game Rm
We would definitely stay again! Everything we needed was available. The house was nicely stocked with necessities. Super responsive host. Well thought out space inside and out. Peaceful and designed for relaxation. Thank you Jayme!

Intervillas Florida - Penelope Villa
Beautiful place with lots of amenities. Pool and spa were great, kitchen was well stocked and overall the whole place was fantastic. Several large fish out by the dock but didn’t have time to do any fishing.

La Isla Bonita by Saetas Group
The house was incredible! It was perfect for our Girls trip. The pool was spotless, and the house exceeded our expectations ! It felt luxurious, but also relaxing and comfortable. We were able to cook great meals, grill outside, and sleep soundly. This place had everything we needed. We had one equipment issue, but Kenia was on top of it and sent a maintenance person and it was resolved within an hour ! We highly recommend this home for a beautiful, comfortable, fun place to stay.

Beachfront Oasis
If you are looking for a beach setting this is the place. Footsteps away from shore. Gorgeous sunsets and great beach walks in morning and afternoons with the low tide. Very Pricey but location worth it. Upstairs there is a Master bedroom with a loft and sitting area with a spectacular view. Abby was wonderful . Sun was blazing hot.
Apartment rentals with outdoor seating

Sand Dollar at The Fort Myers Beach Inn #19-0048
This was our second stay and we will definitely be back for a third! We love the location to the beach and times Square. The accommodations, the pool and the beautiful flowers keep us coming back for more!

Beach/Sunset Bay/Sunrise Relax/Island Living
This place has become our go to place for a staycation. We keep coming back every year. Love the location, the convenience and Pamela is always so great at accommodating our family. Can’t wait to be back.

Sosa Villa
Loved it! And everything was close and fit the pictures, recommended!

Queen Palm-Lrg. 2nd flr. apt-Special Summer Price!
You want to feel at home but get extra? location, ambience, comfortable, accessibility, walkable. I went for work and was able to decompress in the back garden, could have gone in the hot tub/spa. Perfect! Had to stay an extra night, Cleo was able to accommodate thankfully. This is where I want to return to when I come back for work or pleasure as there is so much to do there. Looking forward to returning. Thank you for everything, Cleo!

Suite with lake view.
Loved this lakefront view! Enjoyed our rest, a cute spot for morning coffee and were on our way again. Grateful for the clean, quiet accommodations.

1st Floor Freshly Updated Kit W&D 3 Miles to Beach
My husband and I had an excellent experience at David’s paradise. The listing accurately describes the property, including the cleanliness, good maintenance, peaceful environment, convenient location, amenities, and that it’s just a few minutes' drive to the beach. David is a welcoming, attentive, and helpful host. Without a doubt, we will be back.

Private Apartment with sunny pool
Absolutely loved staying in this private home! Everything was exactly as listed and even better than expected. I got engaged on our stay there and it was the perfect place to celebrate as a couple! A very private, cute, and comfortable home. The pool was awesome to have and even had blowup tubes included. Would definitely come back here!

2 Bedroom Flat: Downtown Boca Grande:#1
This was the perfect location for my boys to walk to their fishing charter while I walked on the beach! The nearby shopping and restaurants were perfect to visit during our short stay. The flat was perfectly described and very comfortable. We didn’t even use all it had to offer with our limited time. When we return to Boca Grande, this would be our first choice to stay again!
Condo rentals with outdoor seating

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.
Our stay at Yenny’s condo was great! She communicated quickly whenever I reached out before our stay and even contacted us once we were there asking if we needed a packnplay! The location is close to the grocery store, restaurants and Cape Coral beach. We hope the condo is available in the future when needed as our stay couldn’t have been better. Thank you, Yenny

Rare walkout condo on Sanibel beach-Fully Restored
absolutely gorgeous condo with walkout to the beach. it was spacious and clean and he was accommodating in allowing us to get in a little earlier than normal check in. high recommend this place I will defiantly be booking here again!

Beachfront fully equipped apartment
We have stayed at the Estero Beach and Tennis before and this unit is the best yet!! I am super picky on cleanliness and it was very clean! The unit had some high end touches along with furniture and decor being very tasteful. The bed was really comfortable, shower nice, outdoor chairs perfect and the towels were amazing. It’s all those little touches that made our stay pleasant, comfortable, and relaxing. We plan on booking again in the future. ☀️

South Seas Resort Beach Villa 🌴 On The Beach !
We had an amazing stay at this condo for our honeymoon. It was the perfect place to relax together and just enjoy the beach! The condo was extremely nice and it was great to have an umbrella and chairs available to use! Elizabeth was very helpful and had so much information for us and recommendations which was so helpful as first time visitors! The area was beautiful and the pool was also very nice! We cannot wait to come back to Sanibel/Captiva!

EBT 206C Exceptional Panoramic Gulf Views +2 Bikes
We had an incredible week at this beautiful Ft. Myers Beach condo! From the moment we booked, Caihlin was warm, responsive, and extremely thoughtful—providing clear check-in instructions, local tips, and even a care package that made us feel right at home. The location was unbeatable. Mornings spent sipping coffee on the deck while watching dolphins glide by felt like a dream. The beach, just steps away, was private and peaceful—a perfect escape from the crowds. We tried several of the recommended restaurants and weren’t disappointed once. It’s clear Caihlin truly knows and loves this area. We left feeling refreshed, grateful, and already plotting our return. Highly recommend this stay to anyone looking for a little slice of paradise!

"Seaspray" - beachfront, Amazing GULF VIEWS!
Katlyn was a great host and the condo was perfect for our family vacation. We love Sanibel and the location near the lighthouse is the best you can ask for on the island. The unit was well equipped for our family and the extra beach chairs and umbrella were much appreciated. We’ll definitely be back to Sanibel for years to come and will look to book here again.

Sundial A301- Gorgeous Beachfront Condo at Sundial
This place absolutely blew us away. The view is incredible; even better than the pictures! The apartment itself is beautiful, very spacious and clean. The home is pretty much fully equipped with appliances which was very helpful! The beach is located steps away and very private, we could’ve stayed at this one beach the whole time and not felt the need to go to another. This place was truly a hidden gem, we will definitely be back.

South Sea Serenity II Coastal Luxury Beach Condo
If I could give 6 🌟, I would. This is our second stay with Holly. To say she is responsive is an understatement! We were thrilled with our stay. We love everything about the condo…the bed and pillows are exceptionally comfortable. We made great use of the beach chairs and umbrellas since each day was filled with sunshine. We enjoyed walking and visited some of the restaurants we’d enjoyed in the past. Watched sunsets from Holly’s screened in balcony and on the beach. It is great to see Captiva recovering. Without hesitation, we would stay in the condo AGAIN! Really a super host!
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- Naples Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Clam Pass Park
- Barefoot beach Bonita Springs,FL
- Lovers Key Beach
- The Club at The Strand
- Myakka River State Park
- Worthington Country Club
- South Jetty Beach
- North Jetty Beach
- Seagate Beach Club
- Delnor-Wiggins Pass State Park
- Englewood Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- LaPlaya Golf Club
- Gasparilla Island State Park
- Stump Pass Beach State Park
- Boca Grande Pass
- Cypress Woods Golf & Country Club
- The Quarry Golf Club Naples