House holiday rentals in Estero Island
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Top-rated house rentals in Estero Island
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Holiday rentals for every style
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Popular amenities for house rentals in Estero Island
House rentals with a pool
Home in Fort Myers
4.94 out of 5 average rating, 120 reviewsParadise on Estero Bay
25 Jun – 2 Jul
Home in Cape Coral
4.87 out of 5 average rating, 178 reviewsRecently Renovated Home with Pool in SW Cape Coral
9–16 Oct
Home in Captiva
4.97 out of 5 average rating, 107 reviewsThe Pearl Beach House, North Captiva Island,FL
31 Jul – 7 Aug
Home in Matlacha
5.0 out of 5 average rating, 142 reviewsThe Secret Island Retreat HeatedPool/4b/open water
13–20 Jul
Home in Cape Coral
4.98 out of 5 average rating, 117 reviewsVacation in Paradise
3–10 Sep
Home in Fort Myers Beach
5.0 out of 5 average rating, 4 reviewsWelcome To Pleasant Paradise
8–15 Sep
Home in Fort Myers Beach
5.0 out of 5 average rating, 40 reviewsLuxury Coastal Farmhouse just steps from beach!
22–29 Apr
Home in Fort Myers Beach
5.0 out of 5 average rating, 26 reviews5 O’Clock at Miramar
14–21 Oct
Weekly house rentals
Home in Fort Myers
4.94 out of 5 average rating, 32 reviewsSo Coastal! A family and pet friendly home
19–26 Dec
Home in Fort Myers Beach
5.0 out of 5 average rating, 5 reviewsHappy Horizons
19–26 Jul
Home in Fort Myers
5.0 out of 5 average rating, 18 reviews1st Fl Unit by Firefighter, Kitchen/Master/Office
5–12 May
Home in Fort Myers Beach
5.0 out of 5 average rating, 79 reviewsSandy Feet Retreat w/ Private Pool
17–24 Dec
Home in Fort Myers
4.95 out of 5 average rating, 20 reviewsBest Beach Cottage
23–30 Jul
Home in Fort Myers Beach
5.0 out of 5 average rating, 12 reviewsIsland Oasis-dock, pool, 5 min walk to beach.
11–18 Apr
Home in Fort Myers Beach
4.85 out of 5 average rating, 46 reviews2-Blocks To The Beach, Large Private Pool, 4BR
11–18 Sep
Home in Fort Myers Beach
5.0 out of 5 average rating, 5 reviewsStunning Three Bedroom Pool Home- Spring24 20% OFF
16–23 Nov
Private house rentals
Home in Fort Myers
4.94 out of 5 average rating, 80 reviewsSWFL: Lake McGregor Home - Entire Home!
4–11 Oct
Home in Fort Myers
4.85 out of 5 average rating, 26 reviews2BD Half Duplex - 15 min to Sandy Beach -
27 Jan – 3 Feb
Home in Fort Myers Beach
5.0 out of 5 average rating, 3 reviewsWaterfront Island Oasis w/Heated Pool & Boat Lift!
25 Feb – 4 Mar
Home in Fort Myers Beach
5.0 out of 5 average rating, 12 reviews2BR, 2BA, Heated Pool, Pet friendly, walk to all
2–9 Oct
Home in Fort Myers
4.78 out of 5 average rating, 46 reviewsMermaid Cottage minutes away from awesome beaches
1–8 Dec
Home in Captiva
5.0 out of 5 average rating, 25 reviewsPrivate Island Luxury * Pool * Dock * Club Access
29 Sep – 6 Oct
Home in Fort Myers Beach
5.0 out of 5 average rating, 12 reviewsBoat Drinks & Beach Please
29 Dec – 5 Jan
Home in Fort Myers Beach
4.89 out of 5 average rating, 9 reviewsWaterfront Luxury | Walk to Beach | Heated Pool
4–11 Jun
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