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Islamorada, FL

Southwind Islamorada

5 bedrooms10 beds6.5 baths10 guests

5.00 (1)

Welcome to a private beachfront estate in on the Atlantic ocean in Islamorada where refined comfort meets the ease of a luxury resort. With 5 bedrooms and 6.5 bathrooms, this spectacular property is exceptionally well suited for couples traveling together, family celebrations, and multigenerational getaways. Set across beautifully designed resort-style grounds, the home offers an elevated vacation experience with standout amenities including a private fishing pier, pickleball, mini golf, basketball shooting, ping pong, kayaks, and bikes. From sun-soaked days by the pool to peaceful mornings on the water and effortless evenings gathered with family and friends, every detail is designed to deliver the space, privacy, and lifestyle that make a Florida Keys stay truly unforgettable.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

Date	Price (excl. fees and taxes)	Availability	Min Stay (nights)
Oct 11, 2026	$2,730	Available	7
Oct 12, 2026	$2,730	Available	7
Oct 13, 2026	$1,890	Available	7
Oct 14, 2026	$1,890	Available	7
Oct 15, 2026	$1,890	Available	7
Oct 16, 2026	$1,890	Available	7
Oct 17, 2026	$1,890	Available	7
Oct 18, 2026	$1,890	Available	7
Oct 19, 2026	$1,890	Available	7
Oct 20, 2026	$1,890	Available	7
Oct 21, 2026	$1,890	Available	7
Oct 22, 2026	$1,890	Available	7
Oct 23, 2026	$1,890	Available	7
Oct 24, 2026	$1,890	Available	7
Oct 25, 2026	$1,890	Available	7
Oct 26, 2026	$1,890	Available	7
Oct 27, 2026	$1,890	Available	7
Oct 28, 2026	$1,890	Available	7
Oct 29, 2026	$1,890	Available	7
Oct 30, 2026	$1,890	Available	7
Oct 31, 2026	$1,890	Available	7
Nov 1, 2026	$1,890	Available	7
Nov 2, 2026	$1,890	Available	7
Nov 3, 2026	$1,890	Available	7
Nov 4, 2026	$1,890	Available	7
Nov 5, 2026	$1,890	Available	7
Nov 6, 2026	$1,890	Available	7
Nov 7, 2026	$1,890	Available	7
Nov 8, 2026	$1,890	Available	7
Nov 9, 2026	$1,890	Available	7
Nov 10, 2026	$1,890	Available	7
Nov 11, 2026	$1,890	Available	7
Nov 12, 2026	$1,890	Available	7
Nov 13, 2026	$1,890	Available	7
Nov 14, 2026	$1,890	Available	7
Nov 15, 2026	$1,890	Available	7
Nov 16, 2026	$1,890	Available	7
Nov 17, 2026	$1,890	Available	7
Nov 18, 2026	$1,890	Available	7
Nov 19, 2026	$1,890	Available	7
Nov 20, 2026	$1,890	Available	7
Nov 21, 2026	$2,457	Available	7
Nov 22, 2026	$2,457	Available	7
Nov 23, 2026	$2,457	Available	7
Nov 24, 2026	$2,457	Available	7
Nov 25, 2026	$2,457	Available	7
Nov 26, 2026	$2,457	Available	7
Nov 27, 2026	$2,457	Available	7
Nov 28, 2026	$2,457	Available	7
Nov 29, 2026	$2,457	Available	7
Nov 30, 2026	$1,890	Available	7
Dec 1, 2026	$2,100	Available	7
Dec 2, 2026	$2,100	Available	7
Dec 3, 2026	$2,100	Available	7
Dec 4, 2026	$2,100	Available	7
Dec 5, 2026	$2,625	Available	7
Dec 6, 2026	$2,625	Available	7
Dec 7, 2026	$2,625	Available	7
Dec 8, 2026	$2,625	Available	7
Dec 9, 2026	$2,625	Available	7
Dec 10, 2026	$2,625	Available	7
Dec 11, 2026	$2,625	Available	7
Dec 12, 2026	$2,625	Available	7
Dec 13, 2026	$2,625	Available	7
Dec 14, 2026	$2,625	Available	7
Dec 15, 2026	$2,625	Available	7
Dec 16, 2026	$2,625	Available	7
Dec 17, 2026	$2,625	Available	7
Dec 18, 2026	$2,625	Available	7
Dec 19, 2026	$2,730	Available	7
Dec 20, 2026	$2,730	Available	7
Dec 21, 2026	$2,730	Available	7
Dec 22, 2026	$2,730	Available	7
Dec 23, 2026	$2,730	Available	7
Dec 24, 2026	$2,730	Available	7
Dec 25, 2026	$2,730	Available	7
Dec 26, 2026	$2,730	Not Available	7
Dec 27, 2026	$2,730	Not Available	7
Dec 28, 2026	$2,730	Not Available	7
Dec 29, 2026	$2,730	Not Available	7
Dec 30, 2026	$2,730	Not Available	7
Dec 31, 2026	$2,730	Not Available	7
Jan 1, 2027	$2,730	Not Available	7
Jan 2, 2027	$2,730	Available	7
Jan 3, 2027	$2,730	Available	7
Jan 4, 2027	$2,625	Available	7
Jan 5, 2027	$2,625	Available	7
Jan 6, 2027	$2,625	Available	7
Jan 7, 2027	$2,625	Available	7
Jan 8, 2027	$2,625	Available	7
Jan 9, 2027	$2,625	Available	7
Jan 10, 2027	$2,625	Available	7
Jan 11, 2027	$2,625	Available	7
Jan 12, 2027	$2,625	Available	7
Jan 13, 2027	$2,625	Available	7
Jan 14, 2027	$2,625	Available	7
Jan 15, 2027	$2,625	Available	7
Jan 16, 2027	$2,625	Available	7
Jan 17, 2027	$2,625	Available	7
Jan 18, 2027	$2,625	Available	7
Jan 19, 2027	$2,625	Available	7
Jan 20, 2027	$2,625	Available	7
Jan 21, 2027	$2,625	Available	7
Jan 22, 2027	$2,625	Available	7
Jan 23, 2027	$2,625	Available	7
Jan 24, 2027	$2,625	Available	7
Jan 25, 2027	$2,625	Available	7
Jan 26, 2027	$2,625	Available	7
Jan 27, 2027	$2,625	Available	7
Jan 28, 2027	$2,625	Available	7
Jan 29, 2027	$2,625	Available	7
Jan 30, 2027	$2,625	Not Available	7
Jan 31, 2027	$2,625	Not Available	7
Feb 1, 2027	$2,625	Not Available	7
Feb 2, 2027	$2,625	Not Available	7
Feb 3, 2027	$2,625	Not Available	7
Feb 4, 2027	$2,625	Not Available	7
Feb 5, 2027	$2,625	Not Available	7
Feb 6, 2027	$2,625	Not Available	7
Feb 7, 2027	$2,625	Not Available	7
Feb 8, 2027	$2,625	Not Available	7
Feb 9, 2027	$2,625	Not Available	7
Feb 10, 2027	$2,625	Not Available	7
Feb 11, 2027	$2,625	Not Available	7
Feb 12, 2027	$2,625	Not Available	7
Feb 13, 2027	$2,730	Available	7
Feb 14, 2027	$2,730	Available	7
Feb 15, 2027	$2,730	Available	7
Feb 16, 2027	$2,730	Available	7
Feb 17, 2027	$2,730	Available	7
Feb 18, 2027	$2,730	Available	7
Feb 19, 2027	$2,730	Available	7
Feb 20, 2027	$2,730	Available	7
Feb 21, 2027	$2,730	Available	7
Feb 22, 2027	$2,625	Available	7
Feb 23, 2027	$2,625	Available	7
Feb 24, 2027	$2,625	Available	7
Feb 25, 2027	$2,625	Available	7
Feb 26, 2027	$2,625	Available	7
Feb 27, 2027	$2,625	Available	7
Feb 28, 2027	$2,625	Available	7
Mar 1, 2027	$2,625	Available	7
Mar 2, 2027	$2,625	Available	7
Mar 3, 2027	$2,625	Available	7
Mar 4, 2027	$2,625	Available	7
Mar 5, 2027	$2,625	Available	7
Mar 6, 2027	$2,625	Available	7
Mar 7, 2027	$2,625	Available	7
Mar 8, 2027	$2,625	Available	7
Mar 9, 2027	$2,625	Available	7
Mar 10, 2027	$2,625	Available	7
Mar 11, 2027	$2,625	Available	7
Mar 12, 2027	$2,625	Available	7
Mar 13, 2027	$2,625	Available	7
Mar 14, 2027	$2,625	Available	7
Mar 15, 2027	$2,625	Available	7
Mar 16, 2027	$2,625	Available	7
Mar 17, 2027	$2,625	Available	7
Mar 18, 2027	$2,625	Available	7
Mar 19, 2027	$2,625	Available	7
Mar 20, 2027	$2,730	Not Available	7
Mar 21, 2027	$2,730	Not Available	7
Mar 22, 2027	$2,730	Not Available	7
Mar 23, 2027	$2,730	Not Available	7
Mar 24, 2027	$2,730	Not Available	7
Mar 25, 2027	$2,730	Not Available	7
Mar 26, 2027	$2,730	Not Available	7
Mar 27, 2027	$2,730	Available	7
Mar 28, 2027	$2,730	Available	7
Mar 29, 2027	$2,730	Available	7
Mar 30, 2027	$2,730	Available	7
Mar 31, 2027	$2,730	Available	7
Apr 1, 2027	$2,730	Available	7
Apr 2, 2027	$2,730	Not Available	7
Apr 3, 2027	$2,625	Not Available	7
Apr 4, 2027	$2,625	Not Available	7
Apr 5, 2027	$2,625	Not Available	7
Apr 6, 2027	$2,625	Not Available	7
Apr 7, 2027	$2,625	Not Available	7
Apr 8, 2027	$2,625	Not Available	7
Apr 9, 2027	$2,625	Not Available	7
Apr 10, 2027	$2,625	Available	7
Apr 11, 2027	$2,625	Available	7
Apr 12, 2027	$2,625	Available	7
Apr 13, 2027	$2,625	Available	7
Apr 14, 2027	$2,625	Available	7
Apr 15, 2027	$2,625	Available	7
Apr 16, 2027	$2,625	Available	7
Apr 17, 2027	$2,625	Not Available	7
Apr 18, 2027	$2,625	Not Available	7
Apr 19, 2027	$2,625	Not Available	7
Apr 20, 2027	$2,625	Not Available	7
Apr 21, 2027	$2,625	Not Available	7
Apr 22, 2027	$2,625	Not Available	7
Apr 23, 2027	$2,625	Not Available	7
Apr 24, 2027	$2,625	Available	7
Apr 25, 2027	$2,625	Available	7
Apr 26, 2027	$2,625	Available	7
Apr 27, 2027	$2,625	Available	7
Apr 28, 2027	$2,625	Available	7
Apr 29, 2027	$2,625	Available	7
Apr 30, 2027	$2,625	Available	7
May 1, 2027	$2,625	Available	7
May 2, 2027	$2,625	Available	7
May 3, 2027	$2,625	Available	7
May 4, 2027	$2,625	Available	7
May 5, 2027	$2,625	Available	7
May 6, 2027	$2,625	Available	7
May 7, 2027	$2,625	Available	7
May 8, 2027	$2,625	Available	7
May 9, 2027	$2,625	Available	7
May 10, 2027	$2,625	Available	7
May 11, 2027	$2,625	Available	7
May 12, 2027	$2,625	Available	7
May 13, 2027	$2,625	Available	7
May 14, 2027	$2,625	Available	7
May 15, 2027	$2,625	Available	7
May 16, 2027	$2,625	Available	7
May 17, 2027	$2,625	Available	7
May 18, 2027	$2,625	Available	7
May 19, 2027	$2,625	Available	7
May 20, 2027	$2,625	Available	7
May 21, 2027	$2,625	Available	7
May 22, 2027	$2,625	Available	7
May 23, 2027	$2,625	Available	7
May 24, 2027	$2,625	Available	7
May 25, 2027	$2,625	Available	7
May 26, 2027	$2,625	Available	7
May 27, 2027	$2,625	Available	7
May 28, 2027	$2,625	Available	7
May 29, 2027	$2,625	Available	7
May 30, 2027	$2,625	Available	7
May 31, 2027	$2,625	Available	7
Jun 1, 2027	$2,625	Available	7
Jun 2, 2027	$2,625	Available	7
Jun 3, 2027	$2,625	Available	7
Jun 4, 2027	$2,625	Available	7
Jun 5, 2027	$2,625	Available	7
Jun 6, 2027	$2,625	Available	7
Jun 7, 2027	$2,625	Available	7
Jun 8, 2027	$2,625	Available	7
Jun 9, 2027	$2,625	Available	7
Jun 10, 2027	$2,625	Not Available	7
Jun 11, 2027	$2,625	Not Available	7
Jun 12, 2027	$2,625	Not Available	7
Jun 13, 2027	$2,625	Not Available	7
Jun 14, 2027	$2,625	Not Available	7
Jun 15, 2027	$2,625	Not Available	7
Jun 16, 2027	$2,625	Not Available	7
Jun 17, 2027	$2,625	Not Available	7
Jun 18, 2027	$2,625	Available	7
Jun 19, 2027	$2,625	Available	7
Jun 20, 2027	$2,625	Available	7
Jun 21, 2027	$2,625	Available	7
Jun 22, 2027	$2,625	Available	7
Jun 23, 2027	$2,625	Available	7
Jun 24, 2027	$2,625	Available	7
Jun 25, 2027	$2,625	Available	7
Jun 26, 2027	$2,625	Available	7
Jun 27, 2027	$2,625	Available	7
Jun 28, 2027	$2,625	Available	7
Jun 29, 2027	$2,625	Available	7
Jun 30, 2027	$2,625	Available	7
Jul 1, 2027	$2,625	Available	7
Jul 2, 2027	$2,625	Available	7
Jul 3, 2027	$2,625	Available	7
Jul 4, 2027	$2,625	Available	7
Jul 5, 2027	$2,625	Available	7
Jul 6, 2027	$2,625	Available	7
Jul 7, 2027	$2,625	Available	7
Jul 8, 2027	$2,625	Available	7
Jul 9, 2027	$2,625	Available	7
Jul 10, 2027	$2,625	Available	7
Jul 11, 2027	$2,625	Available	7
Jul 12, 2027	$2,625	Available	7
Jul 13, 2027	$2,625	Available	7
Jul 14, 2027	$2,625	Available	7
Jul 15, 2027	$2,625	Available	7
Jul 16, 2027	$2,625	Available	7
Jul 17, 2027	$2,625	Available	7
Jul 18, 2027	$2,625	Available	7
Jul 19, 2027	$2,625	Available	7
Jul 20, 2027	$2,625	Available	7
Jul 21, 2027	$2,625	Available	7
Jul 22, 2027	$2,625	Available	7
Jul 23, 2027	$2,625	Available	7
Jul 24, 2027	$2,625	Available	7
Jul 25, 2027	$2,625	Available	7
Jul 26, 2027	$2,730	Available	7
Jul 27, 2027	$2,730	Available	7
Jul 28, 2027	$2,730	Available	7
Jul 29, 2027	$2,730	Available	7
Jul 30, 2027	$2,730	Available	7
Jul 31, 2027	$2,730	Available	7
Aug 1, 2027	$2,730	Available	7
Aug 2, 2027	$2,310	Available	7
Aug 3, 2027	$2,310	Available	7
Aug 4, 2027	$2,310	Available	7
Aug 5, 2027	$2,310	Available	7
Aug 6, 2027	$2,310	Available	7
Aug 7, 2027	$2,310	Available	7
Aug 8, 2027	$2,310	Available	7
Aug 9, 2027	$2,310	Available	7
Aug 10, 2027	$2,310	Available	7
Aug 11, 2027	$2,310	Available	7
Aug 12, 2027	$2,310	Available	7
Aug 13, 2027	$2,310	Available	7
Aug 14, 2027	$2,310	Available	7
Aug 15, 2027	$2,310	Available	7
Aug 16, 2027	$2,310	Available	7
Aug 17, 2027	$2,310	Available	7
Aug 18, 2027	$2,310	Available	7
Aug 19, 2027	$2,310	Available	7
Aug 20, 2027	$2,310	Available	7
Aug 21, 2027	$2,310	Available	7
Aug 22, 2027	$2,310	Available	7
Aug 23, 2027	$2,310	Available	7
Aug 24, 2027	$2,310	Available	7
Aug 25, 2027	$2,310	Available	7
Aug 26, 2027	$2,310	Available	7
Aug 27, 2027	$2,310	Available	7
Aug 28, 2027	$2,310	Available	7
Aug 29, 2027	$2,310	Available	7
Aug 30, 2027	$2,310	Available	7
Aug 31, 2027	$2,310	Available	7
Sep 1, 2027	$2,310	Available	7
Sep 2, 2027	$2,310	Available	7
Sep 3, 2027	$2,310	Available	7
Sep 4, 2027	$2,310	Available	7
Sep 5, 2027	$2,520	Available	7
Sep 6, 2027	$2,520	Available	7
Sep 7, 2027	$2,520	Available	7
Sep 8, 2027	$2,520	Available	7
Sep 9, 2027	$2,520	Available	7
Sep 10, 2027	$2,520	Available	7
Sep 11, 2027	$2,520	Available	7
Sep 12, 2027	$2,520	Available	7
Sep 13, 2027	$2,310	Available	7
Sep 14, 2027	$2,310	Available	7
Sep 15, 2027	$2,310	Available	7
Sep 16, 2027	$2,310	Available	7
Sep 17, 2027	$2,310	Available	7
Sep 18, 2027	$2,310	Available	7
Sep 19, 2027	$2,310	Available	7
Sep 20, 2027	$2,310	Available	7
Sep 21, 2027	$2,310	Available	7
Sep 22, 2027	$2,310	Available	7
Sep 23, 2027	$2,310	Available	7
Sep 24, 2027	$2,310	Available	7
Sep 25, 2027	$2,310	Available	7
Sep 26, 2027	$2,310	Available	7
Sep 27, 2027	$2,310	Available	7
Sep 28, 2027	$2,310	Available	7
Sep 29, 2027	$2,310	Available	7
Sep 30, 2027	$2,310	Available	7
Oct 1, 2027	$2,310	Available	7
Oct 2, 2027	$2,310	Available	7
Oct 3, 2027	$2,310	Available	7
Oct 4, 2027	$2,310	Available	7
Oct 5, 2027	$2,310	Available	7
Oct 6, 2027	$2,310	Available	7
Oct 7, 2027	$2,310	Available	7
Oct 8, 2027	$2,310	Available	7
Oct 9, 2027	$2,520	Available	7
Oct 10, 2027	$2,520	Available	7
Oct 11, 2027	$2,520	Available	7
Oct 12, 2027	$2,310	Available	7
Oct 13, 2027	$2,310	Available	7
Oct 14, 2027	$2,310	Available	7
Oct 15, 2027	$2,310	Available	7
Oct 16, 2027	$2,310	Available	7
Oct 17, 2027	$2,310	Available	7
Oct 18, 2027	$2,415	Available	7
Oct 19, 2027	$2,415	Available	7
Oct 20, 2027	$2,415	Available	7
Oct 21, 2027	$2,415	Available	7
Oct 22, 2027	$2,415	Available	7
Oct 23, 2027	$2,415	Available	7
Oct 24, 2027	$2,415	Available	7
Oct 25, 2027	$2,415	Available	7
Oct 26, 2027	$2,415	Available	7
Oct 27, 2027	$2,415	Available	7
Oct 28, 2027	$2,415	Available	7
Oct 29, 2027	$2,415	Available	7
Oct 30, 2027	$2,415	Available	7
Oct 31, 2027	$2,415	Available	7
Nov 1, 2027	$2,415	Available	7
Nov 2, 2027	$2,415	Available	7
Nov 3, 2027	$2,415	Available	7
Nov 4, 2027	$2,415	Available	7
Nov 5, 2027	$2,415	Available	7
Nov 6, 2027	$2,415	Available	7
Nov 7, 2027	$2,415	Available	7
Nov 8, 2027	$2,415	Available	7
Nov 9, 2027	$2,415	Available	7
Nov 10, 2027	$2,415	Available	7
Nov 11, 2027	$2,415	Available	7
Nov 12, 2027	$2,415	Available	7
Nov 13, 2027	$2,415	Available	7
Nov 14, 2027	$2,415	Available	7
Nov 15, 2027	$2,415	Available	7
Nov 16, 2027	$2,415	Available	7
Nov 17, 2027	$2,415	Available	7
Nov 18, 2027	$2,415	Available	7
Nov 19, 2027	$2,415	Available	7
Nov 20, 2027	$2,415	Available	7
Nov 21, 2027	$2,730	Available	7
Nov 22, 2027	$2,730	Available	7
Nov 23, 2027	$2,730	Available	7
Nov 24, 2027	$2,730	Available	7
Nov 25, 2027	$2,730	Available	7
Nov 26, 2027	$2,730	Available	7
Nov 27, 2027	$2,730	Available	7
Nov 28, 2027	$2,730	Available	7
Nov 29, 2027	$2,730	Available	7
Nov 30, 2027	$2,625	Available	7
Dec 1, 2027	$2,625	Available	7
Dec 2, 2027	$2,625	Available	7
Dec 3, 2027	$2,625	Available	7
Dec 4, 2027	$2,625	Available	7
Dec 5, 2027	$2,625	Available	7
Dec 6, 2027	$2,625	Available	7
Dec 7, 2027	$2,625	Available	7
Dec 8, 2027	$2,625	Available	7
Dec 9, 2027	$2,625	Available	7
Dec 10, 2027	$2,625	Available	7
Dec 11, 2027	$2,625	Available	7
Dec 12, 2027	$2,625	Available	7
Dec 13, 2027	$2,625	Available	7
Dec 14, 2027	$2,625	Available	7
Dec 15, 2027	$2,625	Available	7
Dec 16, 2027	$2,625	Available	7
Dec 17, 2027	$2,625	Available	7
Dec 18, 2027	$2,625	Available	7
Dec 19, 2027	$2,625	Available	7
Dec 20, 2027	$2,730	Available	7
Dec 21, 2027	$2,730	Available	7
Dec 22, 2027	$2,730	Available	7
Dec 23, 2027	$2,730	Available	7
Dec 24, 2027	$2,730	Available	7
Dec 25, 2027	$2,730	Available	7
Dec 26, 2027	$2,730	Available	7
Dec 27, 2027	$2,730	Available	7
Dec 28, 2027	$2,730	Available	7
Dec 29, 2027	$2,730	Available	7
Dec 30, 2027	$2,730	Available	7
Dec 31, 2027	$2,730	Available	7
Jan 1, 2028	$2,730	Available	7
Jan 2, 2028	$2,730	Available	7
Jan 3, 2028	$2,415	Available	7
Jan 4, 2028	$2,415	Available	7
Jan 5, 2028	$2,415	Available	7
Jan 6, 2028	$2,415	Available	7
Jan 7, 2028	$2,415	Available	7
Jan 8, 2028	$2,415	Available	7
Jan 9, 2028	$2,415	Available	7
Jan 10, 2028	$2,415	Available	7
Jan 11, 2028	$2,415	Available	7
Jan 12, 2028	$2,415	Available	7
Jan 13, 2028	$2,415	Available	7
Jan 14, 2028	$2,415	Available	7
Jan 15, 2028	$2,415	Available	7
Jan 16, 2028	$2,415	Available	7
Jan 17, 2028	$2,415	Available	7
Jan 18, 2028	$2,415	Available	7
Jan 19, 2028	$2,415	Available	7
Jan 20, 2028	$2,415	Available	7
Jan 21, 2028	$2,415	Available	7
Jan 22, 2028	$2,415	Available	7
Jan 23, 2028	$2,415	Available	7
Jan 24, 2028	$2,415	Available	7
Jan 25, 2028	$2,415	Available	7
Jan 26, 2028	$2,415	Available	7
Jan 27, 2028	$2,415	Available	7
Jan 28, 2028	$2,415	Available	7
Jan 29, 2028	$2,415	Available	7
Jan 30, 2028	$2,415	Available	7
Jan 31, 2028	$2,415	Available	7
Feb 1, 2028	$2,415	Available	7
Feb 2, 2028	$2,415	Available	7
Feb 3, 2028	$2,415	Available	7
Feb 4, 2028	$2,415	Available	7
Feb 5, 2028	$2,415	Available	7
Feb 6, 2028	$2,415	Available	7
Feb 7, 2028	$2,415	Available	7
Feb 8, 2028	$2,415	Available	7
Feb 9, 2028	$2,415	Available	7
Feb 10, 2028	$2,415	Available	7
Feb 11, 2028	$2,415	Available	7
Feb 12, 2028	$2,415	Available	7
Feb 13, 2028	$2,415	Available	7
Feb 14, 2028	$2,415	Available	7
Feb 15, 2028	$2,415	Available	7
Feb 16, 2028	$2,415	Available	7
Feb 17, 2028	$2,415	Available	7
Feb 18, 2028	$2,415	Available	7
Feb 19, 2028	$2,415	Available	7
Feb 20, 2028	$2,415	Available	7
Feb 21, 2028	$2,415	Available	7
Feb 22, 2028	$2,415	Available	7
Feb 23, 2028	$2,415	Available	7
Feb 24, 2028	$2,730	Not Available	7
Feb 25, 2028	$2,730	Not Available	7
Feb 26, 2028	$2,730	Not Available	7
Feb 27, 2028	$2,730	Not Available	7
Feb 28, 2028	$2,730	Not Available	7
Feb 29, 2028	$2,730	Not Available	7
Mar 1, 2028	$2,730	Not Available	7
Mar 2, 2028	$2,730	Not Available	7
Mar 3, 2028	$2,730	Not Available	7
Mar 4, 2028	$2,730	Not Available	7
Mar 5, 2028	$2,730	Not Available	7
Mar 6, 2028	$2,730	Not Available	7
Mar 7, 2028	$2,730	Not Available	7
Mar 8, 2028	$2,730	Not Available	7
Mar 9, 2028	$2,730	Not Available	7
Mar 10, 2028	$2,730	Not Available	7
Mar 11, 2028	$2,730	Not Available	7
Mar 12, 2028	$2,730	Not Available	7
Mar 13, 2028	$2,730	Not Available	7
Mar 14, 2028	$2,730	Not Available	7
Mar 15, 2028	$2,730	Not Available	7
Mar 16, 2028	$2,730	Not Available	7
Mar 17, 2028	$2,730	Not Available	7
Mar 18, 2028	$2,730	Not Available	7
Mar 19, 2028	$2,730	Not Available	7
Mar 20, 2028	$2,730	Not Available	7
Mar 21, 2028	$2,730	Not Available	7
Mar 22, 2028	$2,730	Not Available	7
Mar 23, 2028	$2,730	Not Available	7
Mar 24, 2028	$2,730	Not Available	7
Mar 25, 2028	$2,730	Not Available	7
Mar 26, 2028	$2,730	Not Available	7
Mar 27, 2028	$2,730	Not Available	7
Mar 28, 2028	$2,730	Not Available	7
Mar 29, 2028	$2,730	Not Available	7
Mar 30, 2028	$2,730	Not Available	7
Mar 31, 2028	$2,730	Not Available	7
Apr 1, 2028	$2,730	Not Available	7
Apr 2, 2028	$2,730	Not Available	7
Apr 3, 2028	$2,730	Not Available	7
Apr 4, 2028	$2,730	Not Available	7
Apr 5, 2028	$2,730	Not Available	7
Apr 6, 2028	$2,730	Not Available	7
Apr 7, 2028	$2,730	Not Available	7
Apr 8, 2028	$2,730	Not Available	7
Apr 9, 2028	$2,730	Not Available	7
Apr 10, 2028	$2,730	Not Available	7
Apr 11, 2028	$2,730	Not Available	7
Apr 12, 2028	$2,730	Not Available	7
Apr 13, 2028	$2,730	Not Available	7

What this home offers

Beachfront

Waterfront

Ocean view

Pool outdoor

Hot tub

What our guests say

5.00

1 review

Rebecca D.

Today

We simply can’t express our gratitude for opening your vacation home to our family! This is a very special place to us, and we feel revived, reenergized, and beyond grateful. The ocean views from the house are incredible and the house was pure luxury—from the beautiful linens, rugs, and lighting to the fresh paint throughout the interior and exterior, new cushions on the outdoor chairs, high-end fabrics and furnishings, and, of course, the incredible margarita machine. Every single detail was noticed and truly appreciated. We rented a boat from Robbie's, just steps away, and spent our days snorkeling at Cheeca Rocks and the lighthouse. Afternoons were spent lounging by the pool or relaxing in the peaceful hammocks beneath the palm trees!! We already can't wait to return next year!

Where you’ll be

Islamorada, FL, 33036, US

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 10:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 10 guests.

Pets allowed.

No parties or events.

Cancellation policy

Add your trip dates to get the cancellation details for this stay.

Southwind Islamorada

Availability & Pricing

What this home offers

What our guests say

Where you’ll be

Our promise to you

Things to know

Check-in & check-out

Property rules

Number and age of guests

Pets

Events

Smoking

Check-in & check-out

Cancellation policy