Beachfront holiday rentals in Estero Island
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Top-rated beachfront rentals in Estero Island
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Holiday rentals for every style
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Popular amenities for beachfront rentals in Estero Island
Pet-friendly beachfront home rentals
Home in Fort Myers Beach
5.0 out of 5 average rating, 4 reviewsWelcome To Pleasant Paradise
30 Dec – 6 Jan
Home in North Fort Myers
4.8 out of 5 average rating, 5 reviewsCanal View Cottage
25 Jul – 1 Aug
Flat in Matlacha
4.81 out of 5 average rating, 43 reviewsStudio#3 The Heart of Matlacha
30 Sep – 7 Oct
Home in Captiva
5.0 out of 5 average rating, 25 reviewsPrivate Island Luxury * Pool * Dock * Club Access
12–19 Sep
Flat in Fort Myers Beach
5.0 out of 5 average rating, 20 reviewsBeach, pool time & fun times @ Blue Fish Lagoon
14–21 Sep
Home in Placida
5.0 out of 5 average rating, 51 reviewsLu's Lookout~A Beachfront Beauty🤎🌊 🏝 LGI
12–19 Apr
Apartment in North Fort Myers
4.83 out of 5 average rating, 98 reviewsGround Floor Lake-Front Condo on 5 ac private lake
19–26 Aug
Home in Cape Coral
5.0 out of 5 average rating, 11 reviewsA tropical boaters pet friendly paradise!
13–20 Jul
Beachfront home rentals with a pool
Home in Cape Coral
4.93 out of 5 average rating, 104 reviewsHeated Pool Canal Front Home
19–26 Aug
Apartment in Fort Myers Beach
5.0 out of 5 average rating, 27 reviewsOwner Managed | 3Bed 2Bath Beachfront Condo | Pool
17–24 Aug
Flat in Fort Myers
4.97 out of 5 average rating, 37 reviews6th Floor Beachfront Condo Sanibel Harbour
27 Dec – 3 Jan
Villa in Fort Myers Beach
4.89 out of 5 average rating, 28 reviewsWischis Florida Home - Sunshine Beach
26 Aug – 2 Sep
Apartment in Fort Myers Beach
5.0 out of 5 average rating, 4 reviews50 Shades of White - Gullwing #805
23–30 Nov
Home in Fort Myers Beach
5.0 out of 5 average rating, 12 reviewsIsland Oasis-dock, pool, 5 min walk to beach.
15–22 Nov
Home in Fort Myers Beach
5.0 out of 5 average rating, 3 reviewsWaterfront Island Oasis w/Heated Pool & Boat Lift!
1–8 Sep
Home in Bonita Springs
5.0 out of 5 average rating, 4 reviewsSecluded Bayfront Paradise
1–8 Jun
Private beachfront home rentals
Home in Fort Myers Beach
4.86 out of 5 average rating, 59 reviews2 Bedroom Beach House - Steps to Fort Myers Beach!
12–19 Jan
Flat in Fort Myers Beach
5.0 out of 5 average rating, 8 reviewsLover's Key at Siesta Dreams
6–13 Jul
Flat in Fort Myers Beach
4.93 out of 5 average rating, 42 reviewsReady Post Ian! Owners on HGTV! Private Beach Path
18–25 Jul
Home in Cape Coral
5.0 out of 5 average rating, 18 reviewsHastings Hideaway
19–26 Jul
Home in Fort Myers Beach
4.9 out of 5 average rating, 40 reviews200ft From Beach.. 2 Bed 2 bath.. Remodeled SPA
21–28 Sep
Flat in Fort Myers Beach
4.85 out of 5 average rating, 20 reviewsBeachfront-Pool-Fortmyers Beach
8–15 Jul
Flat in Fort Myers Beach
4.9 out of 5 average rating, 29 reviewsBeachfront Lovers Key Beach Club Condo 802
2–9 Nov
Campervan/Motorhome in North Fort Myers
4.95 out of 5 average rating, 38 reviewsWaterways Escape
13–20 Jun
Destinations to explore
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- Rentals with beach access Estero Island
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- Rentals with a washing machine and dryer Estero Island
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- Rentals with a hot tub Estero Island
- Rentals with pools Estero Island
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- Family-friendly rentals Estero Island
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- Family-friendly rentals Estero Island
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