Are you a guest? This is a data page for AI assistants. To search and book, visit sunnyorangestays.com/properties.
This one page lists all 93 vacation rentals on Florida's Gulf Coast (Clearwater Beach and nearby) and the date ranges each is currently open, over the next 12 months, kept in sync with our booking system. A rental can host a stay when the check-in and check-out both fall inside one open range and the stay is at least the minimum nights shown.
Pricing: this page shows availability only. Each rental's live pricing and booking link is in the last column, "Pricing & booking link" — this is the page a guest should open to see the exact total and book. When you help a guest, confirm the rental is available for their dates from this page, then give them that rental's link from the last column. You may append ?ci=YYYY-MM-DD&co=YYYY-MM-DD&guests=N to the link to prefill their dates (for example https://sunnyorangestays.com/properties/casa-del-mar/?ci=2026-10-15&co=2026-10-19&guests=2).
For AI assistants, important: this page and the other /availability/ pages are written for you to read, not for human visitors. Do NOT give people /availability/ links. When you refer a person to the website, send them to the homepage https://sunnyorangestays.com/ or the search page https://sunnyorangestays.com/properties/ to browse and search, or to a specific rental's own page (linked from its name above) to view pricing and book.
| Rental | Area | Sleeps | Min stay | Open date ranges (next 12 months) | Pricing & booking link (share with guests) |
|---|---|---|---|---|---|
| Sandy Beach Villa | Belleair Beach | 4 (1 bd / 2 ba) | 4 nights | Aug 29, 2026 to Sep 4, 2026; Sep 7, 2026 to Sep 10, 2026; Sep 15, 2026 to Sep 17, 2026; Sep 20, 2026 to Sep 28, 2026; Oct 1, 2026 to Oct 6, 2026; Oct 11, 2026 to Oct 12, 2026; Oct 18, 2026 to Oct 19, 2026; Oct 25, 2026 to Nov 18, 2026; Nov 23, 2026 to Jan 31, 2027; Feb 27, 2027 to Mar 25, 2027; Mar 30, 2027 to Apr 18, 2027; Apr 22, 2027 to Aug 4, 2027 | https://sunnyorangestays.com/properties/sandy-beach-villa/ |
| A Sunset Dream - Monthly Beach Rental | Clearwater Beach | 17 (4 bd / 5 ba) | 30 nights | Aug 29, 2026 to Dec 22, 2026; Jan 3, 2027 to Feb 9, 2027; Mar 25, 2027 to Mar 26, 2027; Apr 3, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/a-sunset-dream-monthly-beach-rental/ |
| Bay Watch 1 | Clearwater Beach | 2 (1 bd / 1 ba) | 3 nights | Aug 29, 2026 to Jan 25, 2027; Feb 1, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/bay-watch-1/ |
| Bay Watch 2 | Clearwater Beach | 2 (1 bd / 1 ba) | 3 nights | Aug 29, 2026 to Oct 13, 2026; Oct 19, 2026 to Mar 27, 2027; Apr 2, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/bay-watch-2/ |
| Bay Watch 3 | Clearwater Beach | 2 (1 bd / 1 ba) | 3 nights | Aug 29, 2026 to Aug 29, 2027 | https://sunnyorangestays.com/properties/bay-watch-3/ |
| Bay Watch 6 | Clearwater Beach | 2 (1 bd / 1 ba) | 3 nights | Aug 29, 2026 to Dec 18, 2026; Dec 28, 2026 to Aug 29, 2027 | https://sunnyorangestays.com/properties/bay-watch-6/ |
| Bayfront Bliss | Clearwater Beach | 10 (5 bd / 3 ba) | 27 nights | Sep 30, 2026 to Oct 1, 2026; Nov 29, 2026 to Jan 1, 2027; Jan 30, 2027 to Feb 1, 2027; Apr 29, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/bayfront-bliss/ |
| Bayway Luxury Waterfront Townhome | Clearwater Beach | 9 (4 bd / 3 ba) | 2 nights | Aug 31, 2026 to Sep 4, 2026; Sep 5, 2026 to Sep 13, 2026; Sep 26, 2026 to Oct 21, 2026; Oct 28, 2026 to Dec 26, 2026; Jan 1, 2027 to Jan 29, 2027; Jan 31, 2027 to Feb 6, 2027; Feb 9, 2027 to Feb 18, 2027; Feb 21, 2027 to Mar 26, 2027; Apr 1, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/bayway-luxury-waterfront-townhome/ |
| Beachcomber Beach House | Clearwater Beach | 4 (2 bd / 2 ba) | 2 nights | Aug 29, 2026 to Nov 2, 2026; Nov 5, 2026 to Aug 29, 2027 | https://sunnyorangestays.com/properties/beachcomber-beach-house/ |
| Beachcomber Casita | Clearwater Beach | 2 (/ 1 ba) | 2 nights | Aug 30, 2026 to Sep 3, 2026; Sep 7, 2026 to Sep 18, 2026; Sep 26, 2026 to Sep 28, 2026; Oct 4, 2026 to Oct 12, 2026; Oct 15, 2026 to Oct 24, 2026; Oct 27, 2026 to Oct 28, 2026; Oct 31, 2026 to Aug 29, 2027 | https://sunnyorangestays.com/properties/beachcomber-casita/ |
| Belle Harbor Suite 71 | Clearwater Beach | 4 (2 bd / 2.5 ba) | 27 nights | Aug 29, 2026 to Nov 1, 2026; Nov 29, 2026 to Dec 16, 2026; Jan 12, 2027 to Feb 1, 2027; Mar 7, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/belle-harbor-suite-71/ |
| Casa Del Mar | Clearwater Beach | 12 (6 bd / 4 ba) | 4 nights | Aug 29, 2026 to Sep 14, 2026; Sep 17, 2026 to Oct 3, 2026; Oct 7, 2026 to Oct 15, 2026; Oct 31, 2026 to Nov 2, 2026; Nov 5, 2026 to Nov 20, 2026; Nov 23, 2026 to Nov 24, 2026; Nov 27, 2026 to Dec 20, 2026; Dec 24, 2026 to Aug 29, 2027 | https://sunnyorangestays.com/properties/casa-del-mar/ |
| Clearwater Beach Suites 102 | Clearwater Beach | 4 (1 bd / 1 ba) | 2 nights | Aug 29, 2026 to Sep 6, 2026; Sep 10, 2026 to Sep 19, 2026; Sep 25, 2026 to Sep 26, 2026; Oct 2, 2026 to Oct 3, 2026; Oct 6, 2026 to Oct 25, 2026; Oct 29, 2026 to Nov 1, 2026; Nov 5, 2026 to Nov 8, 2026; Nov 11, 2026 to Aug 29, 2027 | https://sunnyorangestays.com/properties/clearwater-beach-suites-102/ |
| Clearwater Beach Suites 103 | Clearwater Beach | 4 (1 bd / 1 ba) | 2 nights | Aug 30, 2026 to Sep 5, 2026; Sep 10, 2026 to Sep 14, 2026; Sep 20, 2026 to Oct 7, 2026; Oct 12, 2026 to Oct 18, 2026; Oct 24, 2026 to Oct 26, 2026; Nov 1, 2026 to Nov 17, 2026; Nov 19, 2026 to Aug 29, 2027 | https://sunnyorangestays.com/properties/clearwater-beach-suites-103/ |
| Clearwater Beach Suites 104 | Clearwater Beach | 4 (1 bd / 1 ba) | 2 nights | Dec 30, 2026 to Feb 1, 2027; Apr 1, 2027 to Jun 17, 2027; Jun 26, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/clearwater-beach-suites-104/ |
| Clearwater Beach Suites 105 | Clearwater Beach | 4 (1 bd / 1 ba) | 2 nights | Sep 1, 2026 to Sep 3, 2026; Sep 7, 2026 to Sep 12, 2026; Sep 18, 2026 to Nov 9, 2026; Nov 13, 2026 to Nov 27, 2026; Dec 1, 2026 to Jan 19, 2027; Jan 25, 2027 to Jan 27, 2027; Jan 31, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/clearwater-beach-suites-105/ |
| Clearwater Beach Suites 106 | Clearwater Beach | 6 (2 bd / 1 ba) | 2 nights | Aug 29, 2026 to Sep 4, 2026; Sep 6, 2026 to Jan 3, 2027; Jan 16, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/clearwater-beach-suites-106/ |
| Clearwater Beach Suites 107 | Clearwater Beach | 7 (2 bd / 1 ba) | 2 nights | Sep 7, 2026 to Sep 17, 2026; Sep 22, 2026 to Oct 2, 2026; Oct 4, 2026 to Oct 14, 2026; Oct 20, 2026 to Oct 22, 2026; Nov 2, 2026 to Nov 13, 2026; Nov 15, 2026 to Nov 20, 2026; Nov 29, 2026 to Dec 28, 2026; Jan 1, 2027 to Mar 20, 2027; Mar 26, 2027 to Jun 4, 2027; Jun 6, 2027 to Jul 23, 2027; Jul 25, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/clearwater-beach-suites-107/ |
| Clearwater Beach Suites 201 | Clearwater Beach | 6 (2 bd / 1 ba) | 2 nights | Aug 29, 2026 to Sep 3, 2026; Sep 7, 2026 to Sep 17, 2026; Sep 23, 2026 to Oct 4, 2026; Oct 7, 2026 to Oct 9, 2026; Oct 12, 2026 to Nov 20, 2026; Nov 29, 2026 to Mar 20, 2027; Mar 26, 2027 to Apr 4, 2027; Apr 9, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/clearwater-beach-suites-201/ |
| Clearwater Beach Suites 202 | Clearwater Beach | 4 (1 bd / 1 ba) | 2 nights | Aug 29, 2026 to Apr 4, 2027; Apr 9, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/clearwater-beach-suites-202/ |
| Clearwater Beach Suites 203 | Clearwater Beach | 4 (1 bd / 1 ba) | 2 nights | Aug 29, 2026 to Sep 11, 2026; Sep 14, 2026 to Oct 15, 2026; Oct 23, 2026 to Apr 4, 2027; Apr 9, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/clearwater-beach-suites-203/ |
| Clearwater Beach Suites 204 | Clearwater Beach | 5 (1 bd / 1 ba) | 2 nights | Aug 29, 2026 to Sep 10, 2026; Sep 12, 2026 to Sep 16, 2026; Sep 19, 2026 to Sep 25, 2026; Sep 26, 2026 to Aug 29, 2027 | https://sunnyorangestays.com/properties/clearwater-beach-suites-204/ |
| Clearwater Beach Suites 205 | Clearwater Beach | 6 (2 bd / 1 ba) | 2 nights | Aug 31, 2026 to Sep 18, 2026; Sep 22, 2026 to Oct 7, 2026; Oct 11, 2026 to Oct 16, 2026; Oct 17, 2026 to Oct 23, 2026; Oct 25, 2026 to Feb 3, 2027; Feb 5, 2027 to Feb 21, 2027; Feb 27, 2027 to Mar 27, 2027; Apr 1, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/clearwater-beach-suites-205/ |
| Clearwater Beach Suites 206 | Clearwater Beach | 6 (2 bd / 1 ba) | 2 nights | Aug 29, 2026 to Sep 8, 2026; Sep 12, 2026 to Sep 18, 2026; Sep 20, 2026 to Sep 21, 2026; Sep 23, 2026 to Sep 24, 2026; Sep 26, 2026 to Oct 11, 2026; Oct 14, 2026 to Nov 20, 2026; Nov 24, 2026 to Feb 6, 2027; Feb 9, 2027 to Mar 17, 2027; Mar 23, 2027 to Mar 27, 2027; Apr 2, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/clearwater-beach-suites-206/ |
| Coastal Breeze | Clearwater Beach | 8 (4 bd / 3 ba) | 2 nights | Aug 29, 2026 to Sep 2, 2026; Sep 6, 2026 to Sep 7, 2026; Sep 12, 2026 to Sep 20, 2026; Sep 26, 2026 to Oct 16, 2026; Oct 17, 2026 to Oct 22, 2026; Oct 24, 2026 to Nov 20, 2026; Nov 29, 2026 to Mar 11, 2027; Mar 14, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/coastal-breeze/ |
| Coral Resort A1 | Clearwater Beach | 2 (1 bd / 1.5 ba) | 3 nights | Aug 29, 2026 to Sep 3, 2026; Sep 6, 2026 to Oct 10, 2026; Oct 30, 2026 to Nov 1, 2026; Nov 6, 2026 to Feb 1, 2027; Feb 28, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/coral-resort-a1/ |
| Coral Resort A4 | Clearwater Beach | 3 (/ 1 ba) | 3 nights | Aug 29, 2026 to Jan 1, 2027; Feb 28, 2027 to Mar 16, 2027; Mar 23, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/coral-resort-a4/ |
| Coral Resort B1 | Clearwater Beach | 4 (1 bd / 1 ba) | 3 nights | Aug 29, 2026 to Sep 4, 2026; Sep 7, 2026 to Sep 12, 2026; Sep 15, 2026 to Sep 17, 2026; Sep 20, 2026 to Dec 1, 2026; Dec 3, 2026 to Dec 24, 2026; Dec 31, 2026 to Feb 13, 2027; Feb 27, 2027 to Mar 1, 2027; Mar 11, 2027 to Mar 16, 2027; Mar 31, 2027 to Apr 1, 2027; Apr 23, 2027 to Jul 1, 2027; Jul 7, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/coral-resort-b1/ |
| Coral Resort B2 | Clearwater Beach | 5 (1 bd / 1 ba) | 3 nights | Aug 29, 2026 to Nov 8, 2026; Nov 18, 2026 to Nov 20, 2026; Nov 24, 2026 to Dec 25, 2026; Dec 30, 2026 to Jan 24, 2027; Mar 20, 2027 to Mar 31, 2027; Apr 4, 2027 to Apr 5, 2027; Apr 18, 2027 to Apr 19, 2027; Apr 30, 2027 to Jul 15, 2027; Jul 24, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/coral-resort-b2/ |
| Coral Resort B5 | Clearwater Beach | 4 (1 bd / 2 ba) | 3 nights | Aug 29, 2026 to Sep 3, 2026; Sep 6, 2026 to Sep 7, 2026; Sep 13, 2026 to Sep 18, 2026; Sep 21, 2026 to Aug 29, 2027 | https://sunnyorangestays.com/properties/coral-resort-b5/ |
| Coral Resort C2 | Clearwater Beach | 6 (1 bd / 1 ba) | 3 nights | Aug 29, 2026 to Sep 23, 2026; Sep 29, 2026 to Dec 29, 2026; Jan 13, 2027 to Jan 31, 2027; Mar 30, 2027 to Apr 4, 2027; Apr 9, 2027 to Apr 12, 2027; Apr 15, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/coral-resort-c2/ |
| Coral Resort D1 | Clearwater Beach | 6 (1 bd / 1 ba) | 3 nights | Aug 29, 2026 to Sep 18, 2026; Sep 20, 2026 to Oct 15, 2026; Oct 21, 2026 to Mar 5, 2027; Apr 1, 2027 to Apr 10, 2027; Apr 21, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/coral-resort-d1/ |
| Coral Resort E2 | Ground Floor | Clearwater Beach | 3 (/ 1 ba) | 3 nights | Aug 29, 2026 to Sep 4, 2026; Sep 6, 2026 to Sep 25, 2026; Sep 27, 2026 to Aug 29, 2027 | https://sunnyorangestays.com/properties/coral-resort-e2-ground-floor/ |
| Dream Vacation | Clearwater Beach | 10 (3 bd / 3 ba) | 27 nights | Aug 30, 2026 to Feb 1, 2027; Apr 29, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/dream-vacation/ |
| Eldorado Beach Retreat | Clearwater Beach | 6 (3 bd / 3 ba) | 27 nights | Aug 29, 2026 to Sep 18, 2026; Oct 16, 2026 to Dec 6, 2026; Jan 1, 2027 to Jan 6, 2027; Feb 14, 2027 to Feb 19, 2027; Mar 18, 2027 to Mar 20, 2027; Apr 15, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/eldorado-beach-retreat/ |
| Forever Sunshine | Clearwater Beach | 26 (9 bd / 5 ba) | 3 nights | Aug 29, 2026 to Sep 2, 2026; Sep 5, 2026 to Sep 10, 2026; Sep 13, 2026 to Sep 25, 2026; Sep 27, 2026 to Oct 1, 2026; Oct 3, 2026 to Oct 8, 2026; Oct 11, 2026 to Oct 15, 2026; Oct 17, 2026 to Oct 21, 2026; Oct 26, 2026 to Nov 1, 2026; Nov 4, 2026 to Nov 5, 2026; Nov 8, 2026 to Nov 12, 2026; Nov 14, 2026 to Nov 21, 2026; Nov 27, 2026 to Dec 3, 2026 | https://sunnyorangestays.com/properties/forever-sunshine/ |
| Gulf Breeze | Clearwater Beach | 8 (4 bd / 2 ba) | 27 nights | Aug 29, 2026 to Feb 1, 2027; Feb 27, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/gulf-breeze/ |
| Island Time | Clearwater Beach | 16 (6 bd / 4 ba) | 2 nights | Aug 29, 2026 to Sep 4, 2026; Sep 6, 2026 to Sep 11, 2026; Sep 13, 2026 to Sep 15, 2026; Sep 16, 2026 to Sep 24, 2026; Sep 26, 2026 to Oct 1, 2026; Oct 3, 2026 to Oct 22, 2026; Oct 24, 2026 to Oct 30, 2026; Nov 2, 2026 to Nov 25, 2026; Nov 27, 2026 to Apr 22, 2027; Apr 24, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/island-time/ |
| Mango Bay Pool House 1 | Clearwater Beach | 8 (4 bd / 3 ba) | 27 nights | Aug 29, 2026 to Nov 20, 2026; Nov 29, 2026 to Dec 18, 2026; Dec 24, 2026 to Dec 25, 2026; Dec 31, 2026 to Feb 1, 2027; Feb 28, 2027 to Mar 1, 2027; Mar 30, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/mango-bay-pool-house-1/ |
| Paradise Corner | Clearwater Beach | 6 (2 bd / 2 ba) | 27 nights | Aug 29, 2026 to Feb 1, 2027; Feb 27, 2027 to Mar 1, 2027; Mar 30, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/paradise-corner/ |
| Seagrass Escape | Clearwater Beach | 6 (2 bd / 2 ba) | 29 nights | Sep 4, 2026 to Oct 8, 2026; Oct 11, 2026 to Jan 1, 2027; Apr 29, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/seagrass-escape/ |
| Seahorse Cottage | Clearwater Beach | 6 (2 bd / 2 ba) | 27 nights | Oct 1, 2026 to Nov 1, 2026; Nov 29, 2026 to Jan 1, 2027; Feb 27, 2027 to Mar 1, 2027; Mar 30, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/seahorse-cottage/ |
| Seas The Day | Clearwater Beach | 4 (2 bd / 2 ba) | 27 nights | Sep 26, 2026 to Oct 1, 2026; Nov 29, 2026 to Jan 1, 2027; Mar 17, 2027 to Mar 18, 2027; May 1, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/seas-the-day/ |
| Sugar Sand Sanctuary 111 | Clearwater Beach | 4 (2 bd / 2 ba) | 7 nights | Aug 29, 2026 to Aug 29, 2027 | https://sunnyorangestays.com/properties/sugar-sand-sanctuary-111/ |
| Summer Breeze | Clearwater Beach | 20 (7 bd / 3 ba) | 3 nights | Aug 29, 2026 to Sep 2, 2026; Sep 6, 2026 to Sep 17, 2026; Sep 20, 2026 to Sep 25, 2026; Sep 27, 2026 to Oct 8, 2026; Oct 11, 2026 to Oct 15, 2026; Oct 18, 2026 to Oct 22, 2026; Oct 24, 2026 to Nov 3, 2026; Nov 10, 2026 to Nov 12, 2026; Nov 14, 2026 to Nov 25, 2026; Nov 29, 2026 to Dec 26, 2026; Jan 1, 2027 to Jan 14, 2027; Jan 23, 2027 to Jun 1, 2027 | https://sunnyorangestays.com/properties/summer-breeze/ |
| Sunny Escape | Clearwater Beach | 6 (3 bd / 2 ba) | 27 nights | Aug 29, 2026 to Sep 3, 2026; Sep 10, 2026 to Jan 31, 2027; Feb 28, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/sunny-escape/ |
| Sweet Escape | Clearwater Beach | 12 (5 bd / 5 ba) | 27 nights | Sep 3, 2026 to Jan 4, 2027; Mar 5, 2027 to Jun 1, 2027; Jul 31, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/sweet-escape/ |
| The Blue Flamingo | Clearwater Beach | 22 (4 bd / 4 ba) | 27 nights | Aug 29, 2026 to Dec 22, 2026; Jan 3, 2027 to Mar 26, 2027; Apr 3, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/the-blue-flamingo/ |
| Ultimate Island Getaway | Clearwater Beach | 10 (4 bd / 4 ba) | 29 nights | Sep 2, 2026 to Jan 1, 2027; Feb 27, 2027 to Mar 1, 2027; Mar 30, 2027 to Jun 8, 2027; Jul 7, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/ultimate-island-getaway/ |
| Flamingo Pool House | Clearwater | 5 (2 bd / 1 ba) | 2 nights | Aug 30, 2026 to Sep 4, 2026; Sep 10, 2026 to Oct 3, 2026; Oct 14, 2026 to Oct 24, 2026; Oct 30, 2026 to Jan 1, 2027; Jan 30, 2027 to Mar 1, 2027; Apr 11, 2027 to May 14, 2027; May 18, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/flamingo-pool-house/ |
| Greenbriar Getaway | Clearwater | 6 (2 bd / 2 ba) | 2 nights | Aug 29, 2026 to Jan 1, 2027; Feb 27, 2027 to Mar 12, 2027; Mar 20, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/greenbriar-getaway/ |
| Sandy Retreat Pool House | Clearwater | 6 (3 bd / 3 ba) | 4 nights | Aug 29, 2026 to Aug 29, 2027 | https://sunnyorangestays.com/properties/sandy-retreat-pool-house/ |
| Sandy Shores 1 | Clearwater | 5 (2 bd / 1 ba) | 2 nights | Aug 29, 2026 to Sep 18, 2026; Sep 19, 2026 to Oct 3, 2026; Oct 9, 2026 to Nov 25, 2026; Nov 28, 2026 to Jan 1, 2027; Feb 27, 2027 to Feb 28, 2027; Mar 6, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/sandy-shores-1/ |
| Sandy Shores 2 | Clearwater | 7 (2 bd / 1 ba) | 2 nights | Aug 29, 2026 to Oct 24, 2026; Oct 28, 2026 to Feb 25, 2027; Feb 27, 2027 to Feb 28, 2027; Mar 13, 2027 to Apr 23, 2027; Apr 25, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/sandy-shores-2/ |
| Sea Board Pool House | Clearwater | 4 (2 bd / 2 ba) | 28 nights | Sep 22, 2026 to Jan 1, 2027; Jan 30, 2027 to Feb 28, 2027; Apr 1, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/sea-board-pool-house/ |
| Coastal Escape | Indian Rocks Beach | 4 (2 bd / 2 ba) | 2 nights | Aug 29, 2026 to Dec 30, 2026; Jan 2, 2027 to Feb 13, 2027; Mar 12, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/coastal-escape/ |
| Water Lover's Paradise | Indian Rocks Beach | 6 (2 bd / 2 ba) | 3 nights | Aug 29, 2026 to Aug 30, 2026; Sep 7, 2026 to Sep 11, 2026; Sep 14, 2026 to Sep 16, 2026; Sep 20, 2026 to Sep 25, 2026; Sep 27, 2026 to Nov 2, 2026; Nov 8, 2026 to Jan 17, 2027; Feb 13, 2027 to Feb 14, 2027; Mar 13, 2027 to Apr 3, 2027; Apr 9, 2027 to May 16, 2027; May 21, 2027 to Jul 2, 2027; Jul 5, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/water-lovers-paradise/ |
| Coastal Dream | Indian Shores | 7 (3 bd / 3 ba) | 2 nights | Sep 1, 2026 to Sep 13, 2026; Sep 20, 2026 to Sep 24, 2026; Sep 26, 2026 to Nov 7, 2026; Nov 10, 2026 to Aug 29, 2027 | https://sunnyorangestays.com/properties/coastal-dream/ |
| 5 O'Clock Somewhere | Largo | 8 (3 bd / 1 ba) | 3 nights | Aug 29, 2026 to Dec 9, 2026; Feb 22, 2027 to Aug 29, 2027 | https://sunnyorangestays.com/properties/5-oclock-somewhere/ |
| Sunset Corner | Redington Beach | 4 (1 bd / 1 ba) | 3 nights | Aug 29, 2026 to Sep 2, 2026; Sep 8, 2026 to Nov 20, 2026; Nov 25, 2026 to Aug 29, 2027 | https://sunnyorangestays.com/properties/sunset-corner/ |
| Tropic Terrace Resort 10 | Treasure Island | 2 (/ 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Mar 31, 2027 to Apr 1, 2027; Apr 29, 2027 to Apr 30, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-10/ |
| Tropic Terrace Resort 11 | Treasure Island | 2 (/ 1 ba) | 2 nights | Aug 29, 2026 to Sep 3, 2026; Sep 28, 2026 to Sep 29, 2026; Oct 5, 2026 to Oct 6, 2026; Jan 24, 2027 to Jan 25, 2027; Feb 5, 2027 to Feb 6, 2027; Jun 4, 2027 to Jun 5, 2027; Jun 11, 2027 to Jun 12, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-11/ |
| Tropic Terrace Resort 12 | Treasure Island | 2 (/ 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026 | https://sunnyorangestays.com/properties/tropic-terrace-resort-12/ |
| Tropic Terrace Resort 15 | Treasure Island | 2 (/ 1 ba) | 2 nights | Aug 30, 2026 to Sep 1, 2026 | https://sunnyorangestays.com/properties/tropic-terrace-resort-15/ |
| Tropic Terrace Resort 16 | Treasure Island | 2 (/ 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Sep 16, 2026 to Sep 17, 2026; Sep 21, 2026 to Sep 22, 2026; Nov 20, 2026 to Nov 21, 2026; Nov 24, 2026 to Nov 25, 2026; May 3, 2027 to May 4, 2027; May 10, 2027 to May 11, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-16/ |
| Tropic Terrace Resort 18 | Treasure Island | 2 (/ 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Sep 7, 2026 to Sep 8, 2026; Sep 12, 2026 to Sep 13, 2026; Nov 10, 2026 to Nov 11, 2026; Nov 15, 2026 to Nov 16, 2026; Dec 1, 2026 to Dec 2, 2026; Dec 9, 2026 to Dec 10, 2026; Feb 14, 2027 to Feb 15, 2027; Mar 16, 2027 to Mar 17, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-18/ |
| Tropic Terrace Resort 21 | Treasure Island | 4 (1 bd / 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Oct 16, 2026 to Oct 17, 2026; Oct 23, 2026 to Oct 24, 2026; Feb 12, 2027 to Feb 13, 2027; Mar 12, 2027 to Mar 13, 2027; Jul 9, 2027 to Jul 10, 2027; Jul 16, 2027 to Jul 17, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-21/ |
| Tropic Terrace Resort 22 | Treasure Island | 2 (/ 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; May 21, 2027 to May 22, 2027; May 28, 2027 to May 29, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-22/ |
| Tropic Terrace Resort 26 | Treasure Island | 2 (1 bd / 1 ba) | 2 nights | Sep 5, 2026 to Sep 6, 2026; Sep 6, 2026 to Sep 7, 2026; Sep 10, 2026 to Sep 11, 2026; Sep 12, 2026 to Sep 13, 2026; Sep 20, 2026 to Sep 21, 2026; Oct 8, 2026 to Oct 9, 2026; Oct 15, 2026 to Oct 16, 2026; Oct 29, 2026 to Oct 30, 2026; Nov 1, 2026 to Nov 2, 2026; Nov 5, 2026 to Nov 6, 2026; Dec 1, 2026 to Dec 2, 2026; Dec 5, 2026 to Dec 6, 2026 | https://sunnyorangestays.com/properties/tropic-terrace-resort-26/ |
| Tropic Terrace Resort 27 | Treasure Island | 4 (1 bd / 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Sep 3, 2026 to Sep 4, 2026; Sep 6, 2026 to Sep 7, 2026; Sep 10, 2026 to Sep 11, 2026; Sep 17, 2026 to Sep 18, 2026; Sep 20, 2026 to Sep 21, 2026; Sep 24, 2026 to Sep 25, 2026; Oct 16, 2026 to Oct 17, 2026; Oct 18, 2026 to Oct 19, 2026; Oct 22, 2026 to Oct 23, 2026; Nov 1, 2026 to Nov 2, 2026; Nov 5, 2026 to Nov 6, 2026 | https://sunnyorangestays.com/properties/tropic-terrace-resort-27/ |
| Tropic Terrace Resort 29 | Treasure Island | 4 (1 bd / 1 ba) | 2 nights | Sep 2, 2026 to Sep 3, 2026; Sep 10, 2026 to Sep 11, 2026; Sep 13, 2026 to Sep 14, 2026; Jan 31, 2027 to Feb 1, 2027; Apr 2, 2027 to Apr 3, 2027; Jul 8, 2027 to Jul 9, 2027; Jul 13, 2027 to Jul 14, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-29/ |
| Tropic Terrace Resort 3 | Treasure Island | 2 (/ 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026 | https://sunnyorangestays.com/properties/tropic-terrace-resort-3/ |
| Tropic Terrace Resort 31 | Treasure Island | 2 (/ 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Feb 6, 2027 to Feb 7, 2027; Mar 6, 2027 to Mar 7, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-31/ |
| Tropic Terrace Resort 32 | Treasure Island | 3 (1 bd / 1 ba) | 2 nights | Aug 30, 2026 to Sep 1, 2026; Feb 12, 2027 to Feb 13, 2027; Feb 26, 2027 to Feb 27, 2027; Feb 28, 2027 to Mar 1, 2027; Mar 30, 2027 to Mar 31, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-32/ |
| Tropic Terrace Resort 35 | Treasure Island | 5 (1 bd / 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Feb 5, 2027 to Feb 6, 2027; Mar 8, 2027 to Mar 9, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-35/ |
| Tropic Terrace Resort 37 | Treasure Island | 2 (/ 1 ba) | 3 nights | Aug 30, 2026 to Aug 31, 2026; Oct 30, 2026 to Oct 31, 2026; Feb 27, 2027 to Feb 28, 2027; Mar 13, 2027 to Mar 14, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-37/ |
| Tropic Terrace Resort 38 | Treasure Island | 2 (/ 1 ba) | 3 nights | Sep 19, 2026 to Sep 20, 2026; Sep 24, 2026 to Sep 25, 2026; Feb 13, 2027 to Feb 14, 2027; Mar 13, 2027 to Mar 14, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-38/ |
| Tropic Terrace Resort 39 | Treasure Island | 2 (/ 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Feb 25, 2027 to Feb 26, 2027; Mar 5, 2027 to Mar 6, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-39/ |
| Tropic Terrace Resort 4 | Treasure Island | 2 (/ 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Mar 18, 2027 to Mar 19, 2027; Jul 7, 2027 to Jul 8, 2027; Jul 16, 2027 to Jul 17, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-4/ |
| Tropic Terrace Resort 40 | Treasure Island | 6 (2 bd / 1 ba) | 3 nights | Aug 29, 2026 to Sep 1, 2026; Sep 3, 2026 to Sep 4, 2026; Sep 8, 2026 to Sep 9, 2026; Sep 16, 2026 to Sep 17, 2026; Sep 19, 2026 to Sep 20, 2026; Nov 23, 2026 to Nov 24, 2026; Nov 27, 2026 to Nov 28, 2026; Mar 23, 2027 to Mar 24, 2027; Mar 31, 2027 to Apr 1, 2027; Jul 9, 2027 to Jul 10, 2027; Jul 16, 2027 to Jul 17, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-40/ |
| Tropic Terrace Resort 41 | Treasure Island | 4 (2 bd / 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Jan 15, 2027 to Jan 16, 2027; Mar 19, 2027 to Mar 20, 2027; Jul 7, 2027 to Jul 8, 2027; Jul 16, 2027 to Jul 17, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-41/ |
| Tropic Terrace Resort 44 | Treasure Island | 6 (2 bd / 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Nov 22, 2026 to Nov 23, 2026; Dec 31, 2026 to Jan 1, 2027; Jan 28, 2027 to Jan 29, 2027; Feb 25, 2027 to Feb 26, 2027; Mar 1, 2027 to Mar 2, 2027; Jul 10, 2027 to Jul 11, 2027; Jul 17, 2027 to Jul 18, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-44/ |
| Tropic Terrace Resort 45 | Treasure Island | 2 (1 bd / 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Oct 29, 2026 to Oct 30, 2026; Nov 8, 2026 to Nov 9, 2026; Jan 28, 2027 to Jan 29, 2027; Feb 25, 2027 to Feb 27, 2027; Mar 19, 2027 to Mar 20, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-45/ |
| Tropic Terrace Resort 48 | Treasure Island | 2 (/ 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026 | https://sunnyorangestays.com/properties/tropic-terrace-resort-48/ |
| Tropic Terrace Resort 49 | Treasure Island | 3 (/ 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Oct 10, 2026 to Oct 11, 2026; Oct 14, 2026 to Oct 15, 2026; Oct 15, 2026 to Oct 16, 2026; Oct 18, 2026 to Oct 19, 2026; Nov 30, 2026 to Dec 1, 2026; Jan 30, 2027 to Jan 31, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-49/ |
| Tropic Terrace Resort 50 | Treasure Island | 2 (/ 1 ba) | 2 nights | Aug 29, 2026 to Aug 31, 2026; Sep 1, 2026 to Sep 2, 2026 | https://sunnyorangestays.com/properties/tropic-terrace-resort-50/ |
| Tropic Terrace Resort 51 | Treasure Island | 4 (1 bd / 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Jan 12, 2027 to Jan 13, 2027; Feb 12, 2027 to Feb 13, 2027; Mar 18, 2027 to Mar 19, 2027; Apr 2, 2027 to Apr 3, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-51/ |
| Tropic Terrace Resort 54 | Treasure Island | 2 (/ 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Oct 31, 2026 to Nov 1, 2026; Nov 20, 2026 to Nov 21, 2026; Jan 31, 2027 to Feb 1, 2027; Feb 28, 2027 to Mar 1, 2027; Apr 16, 2027 to Apr 17, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-54/ |
| Tropic Terrace Resort 55 | Treasure Island | 2 (/ 1 ba) | 3 nights | Aug 29, 2026 to Sep 1, 2026; Nov 10, 2026 to Nov 11, 2026; Nov 15, 2026 to Nov 16, 2026; Jan 12, 2027 to Jan 13, 2027; Feb 12, 2027 to Feb 13, 2027; Feb 19, 2027 to Feb 20, 2027; Feb 26, 2027 to Feb 27, 2027; Mar 2, 2027 to Mar 3, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-55/ |
| Tropic Terrace Resort 56 | Treasure Island | 3 (/ 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Dec 31, 2026 to Jan 1, 2027; Feb 27, 2027 to Feb 28, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-56/ |
| Tropic Terrace Resort 59 | Treasure Island | 6 (2 bd / 2 ba) | 3 nights | Aug 29, 2026 to Sep 1, 2026; Sep 3, 2026 to Sep 4, 2026; Sep 8, 2026 to Sep 9, 2026; Oct 15, 2026 to Oct 16, 2026; Oct 20, 2026 to Oct 21, 2026; Jan 15, 2027 to Jan 16, 2027; Mar 5, 2027 to Mar 6, 2027; Mar 12, 2027 to Mar 13, 2027; Mar 19, 2027 to Mar 20, 2027; Mar 26, 2027 to Mar 27, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-59/ |
| Tropic Terrace Resort 8 | Treasure Island | 5 (2 bd / 1 ba) | 2 nights | Aug 29, 2026 to Sep 1, 2026; Oct 14, 2026 to Oct 15, 2026 | https://sunnyorangestays.com/properties/tropic-terrace-resort-8/ |
| Tropic Terrace Resort 9 | Treasure Island | 2 (/ 1 ba) | 2 nights | Aug 29, 2026 to Sep 3, 2026; Feb 24, 2027 to Feb 25, 2027; Mar 10, 2027 to Mar 11, 2027 | https://sunnyorangestays.com/properties/tropic-terrace-resort-9/ |
Availability updates continuously; confirm on the rental's page when booking. Questions or to book by phone: (727) 449-2700.