
Holiday rentals near Herb Strauss Schoolhouse Theater
We found 11,740 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals close to Herb Strauss Schoolhouse Theater that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the amenities that you need and want for your stay, such as air conditioning and Wi-Fi. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Herb Strauss Schoolhouse Theater
Showing deals for:3 Oct - 10 Oct
Image gallery for NEW 7.5M LUXURY HIGH END WATERFRONT Home w/ Amazing views! SHORT WALK TO BEACH

1010 out of 10 rating
Exceptional
(21 reviews)
NEW 7.5M LUXURY HIGH END WATERFRONT Home w/ Amazing views! SHORT WALK TO BEACH
Bonita Springs, FL
5% off
Price is NZ$13,028
NZ$13,028
NZ$1,861 per night
includes taxes & fees
Image gallery for Special:10-15% Discount! Book 2025 w/private pool, elevator, ocean view!

1010 out of 10 rating
Exceptional
(12 reviews)
Special:10-15% Discount! Book 2025 w/private pool, elevator, ocean view!
Captiva, FL
10% off
Price is NZ$7,420
NZ$7,420
NZ$1,060 per night
includes taxes & fees
Image gallery for Seahorse Suites #4. A Perfect Beach Getaway!

9.29.2 out of 10 rating
Wonderful
(5 reviews)
Seahorse Suites #4. A Perfect Beach Getaway!
Sanibel, FL
8% off
Price is NZ$4,480
NZ$4,480
NZ$640 per night
includes taxes & fees
Image gallery for Villa South Palms returns! Gulf-access with Southwest facing pool is back!

9.89.8 out of 10 rating
Exceptional
(31 reviews)
Villa South Palms returns! Gulf-access with Southwest facing pool is back!
Cape Coral, FL
6% off
Price is NZ$2,069
NZ$2,069
NZ$296 per night
includes taxes & fees
Image gallery for Spacious "Crab Cakes" Cottage on N. Captiva Island,FL with GolfCart and Starlink

8.88.8 out of 10 rating
Excellent
(11 reviews)
Spacious "Crab Cakes" Cottage on N. Captiva Island,FL with GolfCart and Starlink
Captiva, FL
12% off
Price is NZ$4,663
NZ$4,663
NZ$666 per night
includes taxes & fees
Image gallery for Perfect Oasis Retreat !Luxury NEW Built Home with Private Heated Pool, Games

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Perfect Oasis Retreat !Luxury NEW Built Home with Private Heated Pool, Games
Cape Coral, FL
7% off
Price is NZ$3,203
NZ$3,203
NZ$458 per night
includes taxes & fees
Image gallery for SERENITY NOW~1 Min. To BEACH!-SCREENED-IN HEATED POOL-2 Carts-4&6, Island Club

9.69.6 out of 10 rating
Exceptional
(33 reviews)
SERENITY NOW~1 Min. To BEACH!-SCREENED-IN HEATED POOL-2 Carts-4&6, Island Club
Captiva, FL
8% off
Price is NZ$9,559
NZ$9,559
NZ$1,366 per night
includes taxes & fees
Image gallery for Toes In the Sand: 3Br/2BA with Pool,Bikes&Games- 4 min walk to Beach & Publix!

9.89.8 out of 10 rating
Exceptional
(103 reviews)
Toes In the Sand: 3Br/2BA with Pool,Bikes&Games- 4 min walk to Beach & Publix!
Fort Myers Beach, FL
7% off
Price is NZ$4,643
NZ$4,643
NZ$663 per night
includes taxes & fees
Image gallery for The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock

1010 out of 10 rating
Exceptional
(81 reviews)
The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock
Captiva, FL
8% off
Price is NZ$12,844
NZ$12,844
NZ$1,835 per night
includes taxes & fees
Image gallery for Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!

1010 out of 10 rating
Exceptional
(12 reviews)
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Captiva, FL
12% off
Price is NZ$5,606
NZ$5,606
NZ$801 per night
includes taxes & fees
Image gallery for Luxury waterfront with heated- saltwater pool

9.89.8 out of 10 rating
Exceptional
(13 reviews)
Luxury waterfront with heated- saltwater pool
Cape Coral, FL
6% off
Price is NZ$2,381
NZ$2,381
NZ$340 per night
includes taxes & fees
Image gallery for Waterfront Oasis in SW Cape Coral Florida

1010 out of 10 rating
Exceptional
(9 reviews)
Waterfront Oasis in SW Cape Coral Florida
Cape Coral, FL
8% off
Price is NZ$2,567
NZ$2,567
NZ$367 per night
includes taxes & fees
Image gallery for Dream house near the beach, private pool, steps from the beach!

9.49.4 out of 10 rating
Exceptional
(26 reviews)
Dream house near the beach, private pool, steps from the beach!
Captiva, FL
8% off
Price is NZ$8,963
NZ$8,963
NZ$1,280 per night
includes taxes & fees
Image gallery for The Hammock - Beautiful waterfront 4 bedroom home with heated pool

1010 out of 10 rating
Exceptional
(20 reviews)
The Hammock - Beautiful waterfront 4 bedroom home with heated pool
Cape Coral, FL
5% off
Price is NZ$3,764
NZ$3,764
NZ$538 per night
includes taxes & fees
Image gallery for Fish Tale 4/3 Pool Home with Game Room Sleeps 10

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Fish Tale 4/3 Pool Home with Game Room Sleeps 10
Cape Coral, FL
7% off
Price is NZ$2,952
NZ$2,952
NZ$422 per night
includes taxes & fees
Image gallery for North Captiva Island Beach House/60 Second Walk to 4 Miles of Awesome Beaches

9.49.4 out of 10 rating
Exceptional
(72 reviews)
North Captiva Island Beach House/60 Second Walk to 4 Miles of Awesome Beaches
Captiva, FL
8% off
Price is NZ$5,022
NZ$5,022
NZ$717 per night
includes taxes & fees
Image gallery for Palazzo Azzurro - Your own private waterfront resort!

1010 out of 10 rating
Exceptional
(66 reviews)
Palazzo Azzurro - Your own private waterfront resort!
Cape Coral, FL
12% off
Price is NZ$16,938
NZ$16,938
NZ$2,420 per night
includes taxes & fees
Image gallery for NEW Aqua Vista-SW Cape Coral Gulf Access Pool Home

1010 out of 10 rating
Exceptional
(22 reviews)
NEW Aqua Vista-SW Cape Coral Gulf Access Pool Home
Cape Coral, FL
7% off
Price is NZ$4,035
NZ$4,035
NZ$576 per night
includes taxes & fees
Image gallery for Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!

9.49.4 out of 10 rating
Exceptional
(13 reviews)
Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!
Cape Coral, FL
11% off
Price is NZ$5,843
NZ$5,843
NZ$835 per night
includes taxes & fees
Image gallery for Affordable Spacious Home, a place to make some family memories!!

8.88.8 out of 10 rating
Excellent
(6 reviews)
Affordable Spacious Home, a place to make some family memories!!
Cape Coral, FL
6% off
Price is NZ$2,320
NZ$2,320
NZ$331 per night
includes taxes & fees
Image gallery for 171 A Heated Pool Oasis: Beach Access & Pet-Friendly

8.68.6 out of 10 rating
Excellent
(8 reviews)
171 A Heated Pool Oasis: Beach Access & Pet-Friendly
Fort Myers Beach, FL
6% off
Price is NZ$2,298
NZ$2,298
NZ$328 per night
includes taxes & fees
Image gallery for Great Family Vacation, Waterfront Pool Home

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Great Family Vacation, Waterfront Pool Home
Cape Coral, FL
11% off
Price is NZ$4,728
NZ$4,728
NZ$675 per night
includes taxes & fees
Image gallery for 2 Masters - Wellness - Steam Bath - Whirl-Pool - Hammock..

9.89.8 out of 10 rating
Exceptional
(26 reviews)
2 Masters - Wellness - Steam Bath - Whirl-Pool - Hammock..
Cape Coral, FL
7% off
Price is NZ$3,148
NZ$3,148
NZ$450 per night
includes taxes & fees
Image gallery for OCEANFRONT RETREAT/Monthly rental

9.69.6 out of 10 rating
Exceptional
(5 reviews)
OCEANFRONT RETREAT/Monthly rental
Bonita Springs, FL
7% off
Price is NZ$3,274
NZ$3,274
NZ$468 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Herb Strauss Schoolhouse Theater
Edison Beach House
Sleeps 4 · 1 bedroom
9.49.4 out of 10
Exceptionalexceptional
1,400 reviews(1,400 reviews)
Lazy Cuckoo Inn
Sleeps 2 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
213 reviews(213 reviews)
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
39 reviews(39 reviews)
GullWing Beach Resort
Sleeps 6 · 2 bedrooms
9.49.4 out of 10
Exceptionalexceptional
924 reviews(924 reviews)
PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!
Sleeps 8 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
Amazing Direct Ocean/Gulf Front Beach Views Condo with Free use of Bikes!
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
171 reviews(171 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value