Captiva Island Holiday Homes : Search Top House Rentals

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Our top choices for Captiva Island holiday homes

1. 3BR Custom Home with Private Heated Pool Steps from Captiva Beach

Captiva

Alina

includes taxes & fees

11 Aug - 12 Aug

2. 3BR Cottage with Private Pool & Spa, Steps to the Beach

Captiva

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We stay on Captiva once a year, and had skipped the last 2 due to the Pandemic. It is our favorite place and the Village makes it work it. Captiva Cutie is a great house. A little small for 6 adults, but it worked really well. The only hiccup was...

susan t.

includes taxes & fees

4 Sept - 5 Sept

3. Custom 3BR Home with Private Heated Pool & Exclusive Beach Access

Captiva

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had an excellent stay at Lika Laika. The house is very quiet and very clean and very comfortable with every amenity you could wish for. It is also a quick and easy walk both to the beautiful beach and to the charming village. Highly recommend...

KC & Catherine S.

includes taxes & fees

4 Sept - 5 Sept

4. 4BR Captiva Home with Private Pool & Steps to the Beach

Captiva

Dana P.

includes taxes & fees

15 Aug - 16 Aug

5. 3BR Captiva Cottage with Hot Tub & Steps to the Beach

Captiva

Cheryl B.

6. 3BR Captiva Village Retreat with Private Pool & Spa, Steps to the Beach

Captiva

Bret H.

includes taxes & fees

4 Sept - 5 Sept

Coffee/tea maker, fridge, microwave, oven

7. 5BR Luxury Retreat with Main-Level Pool, Spa & Elevator Steps to the Beach

Captiva

morty h.

8. Elegant 5BR Beachfront Estate with Elevator, Private Pool & 3 Kings

Captiva

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We rented Barefoot Way with another family and loved every minute of the house. We stayed in cooked and grilled. When the kids were down with the beach they swam in the pool. Everything was great and the house was perfect for 2 families."

kristin a.

includes taxes & fees

4 Sept - 5 Sept

9. 3BR Beachfront Captiva Home with Private Pool & 120’ Gulf Frontage

Captiva

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved our stay in this home, it was lovely and in a perfect location. Our party included a small child and older adults and this was a good house for everyone. The pool and screened deck were great, and we enjoyed the proximity to the beach."

Hally P.

10. Luxury 5BR Gulf-View Home with Private Pool, Spa & High-Tech Entertainment

Captiva

Linda S.

includes taxes & fees

30 Aug - 31 Aug

11. Manatee Lookout Cottages - Boat to Beach, Dock, Pool, Kayaks, Direct Gulf Access

Saint James City

Bethany

includes taxes & fees

17 Aug - 18 Aug

12. coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

West End

EMILY B.

includes taxes & fees

4 Sept - 5 Sept

13. Waterfront Bungalow in Matlacha

Matlacha

Clinton N.

includes taxes & fees

17 Aug - 18 Aug

14. 3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

Bokeelia

Shauna

includes taxes & fees

6 Aug - 7 Aug

15. Dream catcher, where your dreams come true! Beachy waterfront Villa Heated pool

Pelican

Tori M.

Premium Cottage, Lanai, Garden View | Living area

16. Driftwood Inn

Mid Island

Maureen

includes taxes & fees

19 Aug - 20 Aug

17. The Oasis: A cosy one-bedroom house in tropical Bokeelia with air conditioning

Bokeelia

Michael W.

includes taxes & fees

4 Sept - 5 Sept

18. 4BR Coastal Escape • Heated Pool & BBQ Lounge

Trafalgar

Courtney C.

includes taxes & fees

3 Sept - 4 Sept

19. Perfect Getaway, Anytime of Year, Sunny, Clean, Spacious & Ideally Located!

Pelican

Rickie D.

includes taxes & fees

10 Aug - 11 Aug

20. Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

Pelican

julie l.

includes taxes & fees

4 Sept - 5 Sept

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Top Captiva Island Hotel Reviews

Captiva Beach Villas 🏝 On The Gulf Beach

10/10 Excellent

"It was a great experience, excellent view of the sea. Everything was close to the apartment. The apartment was clean. I will recommend it to my friends. The only detail that in my opinion should be better was the general cleaning of the building. The floor at the entrance of the apartment was covered with residual from previous tenants like coffee or something like that. Other than that everything was pretty good."

Game Room, Pool, Hot Tub, Walk to Beach | Captiva 5BDR | Coco Mango by AvantStay

10/10 Excellent

"The house is spacious, very comfortable and immaculate. Easy walking distance to restaurants, shops and beaches.There were lots of pool floats and beach chairs. It was a perfect house for our family gathering. Would definitely rent it again."

Tween Waters Island Resort & Spa

10/10 Excellent

"Housekeeping Cynthia was so kind and super sweet! Poor bar staff was incredible and attentive! Checking in was depressing because the lady clearly didn’t want to be there. We walked in all excited and she was awful and kept making comments to the lady standing next to her at the other computer (wish we would have gone to her instead). Then there was no parking even though we paid for it. We noticed only a few cars had parking passes and the rest didn’t. Then people were hogging 6+ chairs at 7am by the pool which is insanity. So we couldn’t get chairs. We were there all day and barely any of the chairs were being used. We’ve been coming here for decades but it’s changed a lot. Wish they would fix these major issues."

South Seas

10/10 Excellent

"Beautiful property with excellent amenities—we really enjoyed our stay. One suggestion would be to provide daily housekeeping instead of every other day. Also, while construction is ongoing, it would be appreciated if guests could be assigned rooms farther away from the construction area whenever possible. Unfortunately, our room was very close to it, which made the stay less enjoyable. Overall, it’s a beautiful place, and we would definitely consider staying again."

Luxury 5BR Gulf-View Home with Private Pool, Spa & High-Tech Entertainment

10/10 Excellent

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Almost Heaven was exactly that! It checked off all the boxes for our family! We loved that it was just across the street from the beach. The Pool and putting green area was well used also! We will definitely consider it for our next trip to Sanibel/Captiva!"

Beach Villa 2313, Upscale and Beautiful Beach Front Condo with Gorgeous Gulf

10/10 Excellent

"Just had a really nice week here. It's exactly as pictured and described. The resort grounds are nicely landscaped and pretty quiet. We didn't realize it's part of a gated community which also gave us some peace of mind about security.The style may not be modern, but all furniture and appliances are clean, comfortable, maintained and working well. Kitchen well stocked with utensils, pots, pans, dinnerware, etc. (even a knife sharpener). Has a Keurig and drip coffee. TV's have lots of free channels but couldn't find how to access the smart TV features in the living room. Internet is fast (we were getting nearly 500Mbps).Very short walk to the beach (although a rented cart made it especially easy). We had neighbors but wall soundproofing seems very good and patio windows are very thick. You hear people going up and down the stairs through the front door but it was never bothersome. Screened in patio/balcony with comfy chairs is a big plus for morning coffee/evening sit with a great view and no bugs. Some beach toys, chairs and a cooler also available although we didn't use them.Had a couple of minor asks of the host and they responded quickly. Two things we didn't like: 1) The patio is really the only window (we wouldn't open the bedroom blinds as it opens onto the stairwell). So, natural light beyond the living room is a bit lacking. 2) Lack of ceiling fan for airflow in the bedroom although there is a desk fan in there. Regardless, I would highly recommend the property."

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Captiva Island Holiday Homes information

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Captiva Island holiday homes

1. 3BR Custom Home with Private Heated Pool Steps from Captiva Beach

2. 3BR Cottage with Private Pool & Spa, Steps to the Beach

3. Custom 3BR Home with Private Heated Pool & Exclusive Beach Access

4. 4BR Captiva Home with Private Pool & Steps to the Beach

5. 3BR Captiva Cottage with Hot Tub & Steps to the Beach

6. 3BR Captiva Village Retreat with Private Pool & Spa, Steps to the Beach

7. 5BR Luxury Retreat with Main-Level Pool, Spa & Elevator Steps to the Beach

8. Elegant 5BR Beachfront Estate with Elevator, Private Pool & 3 Kings

9. 3BR Beachfront Captiva Home with Private Pool & 120’ Gulf Frontage

10. Luxury 5BR Gulf-View Home with Private Pool, Spa & High-Tech Entertainment

11. Manatee Lookout Cottages - Boat to Beach, Dock, Pool, Kayaks, Direct Gulf Access