Spring Summer Rentals
Did you know that 75% of travelers book their spring and summer travel at least 3 months in advance? Unlock exceptional resort deals for your upcoming seasonal getaways before they sell out. Whether you're planning a family vacation, a couple's trip, or a solo adventure, these deals offer the best opportunities to elevate your next travel experience.
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 27–31, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $746 ($186/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 27 – Aug 1, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,436 ($287/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 27–31, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $995 ($249/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 27 – Aug 1, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,057 ($211/night)
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Westgate Town Center
Kissimmee, Florida- Jul 31 – Aug 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,536 ($219/night)
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Westgate Vacation Villas
Kissimmee, Florida- Aug 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Aug 8–15, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,641 ($377/night)
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Westgate Town Center
Kissimmee, Florida- Aug 8–15, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,161 ($309/night)
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Westgate Town Center
Kissimmee, Florida- Aug 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,536 ($219/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $910 ($130/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,253 ($322/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,647 ($235/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Aug 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,324 ($265/night)
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Westgate Vacation Villas
Kissimmee, Florida- Aug 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Town Center
Kissimmee, Florida- Aug 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,536 ($219/night)
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Westgate Town Center
Kissimmee, Florida- Aug 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,862 ($266/night)
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Westgate Town Center
Kissimmee, Florida- Aug 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,536 ($219/night)
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Westgate Town Center
Kissimmee, Florida- Aug 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,536 ($219/night)
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Westgate Vacation Villas
Kissimmee, Florida- Aug 28 – Sep 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Aug 30 – Sep 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
Westgate Vacation Villas
Kissimmee, Florida- Aug 30 – Sep 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $665 ($95/night)
Westgate Vacation Villas
Kissimmee, Florida- Apr 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,204 ($315/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Aug 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)