Holiday rentals near Tails and Scales Charters
We found 4,905 holiday rentals — enter your dates for availability
Take a look at holiday rentals near Tails and Scales Charters that can be your home away from home. Whether you're going on holiday with family or friends, holiday homes have the amenities that you need and want for your stay, including Wi-Fi and parking. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Tails and Scales Charters
Showing deals for:19 Sept - 26 Sept
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$12,942
NZ$12,942
NZ$1,849 per night
includes taxes & fees
Image gallery for Waterfront! Immaculate & Serene 3/2 Heated pool at home on saltwater sailboat canal
1010 out of 10 rating
Exceptional
(58 reviews)
Waterfront! Immaculate & Serene 3/2 Heated pool at home on saltwater sailboat canal
Port Charlotte, FL
8% off
Price is NZ$3,478
NZ$3,478
NZ$497 per night
includes taxes & fees
Image gallery for SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access
1010 out of 10 rating
Exceptional
(6 reviews)
SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access
Captiva, FL
8% off
Price is NZ$9,543
NZ$9,543
NZ$1,363 per night
includes taxes & fees
Image gallery for Paradise Found-private heated pool & spa oasis close to the beach
1010 out of 10 rating
Exceptional
(42 reviews)
Paradise Found-private heated pool & spa oasis close to the beach
Venice, FL
7% off
Price is NZ$4,334
NZ$4,334
NZ$619 per night
includes taxes & fees
Image gallery for TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home
1010 out of 10 rating
Exceptional
(47 reviews)
TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home
Captiva, FL
7% off
Price is NZ$6,635
NZ$6,635
NZ$948 per night
includes taxes & fees
Image gallery for SUN, FUN AND RELAX IN THIS BEAUTIFUL PRIVATE POOL HOME
9.69.6 out of 10 rating
Exceptional
(104 reviews)
SUN, FUN AND RELAX IN THIS BEAUTIFUL PRIVATE POOL HOME
Venice, FL
12% off
Price is NZ$3,955
NZ$3,955
NZ$565 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
(11 reviews)
Special:10-15% Discount! Book 2025 w/private pool, elevator, ocean view!
Captiva, FL
10% off
Price is NZ$8,077
NZ$8,077
NZ$1,154 per night
includes taxes & fees
Image gallery for Relaxing in Rotonda Poolside. Saltwater heated Pool with new screened lanai.
1010 out of 10 rating
Exceptional
(16 reviews)
Relaxing in Rotonda Poolside. Saltwater heated Pool with new screened lanai.
Rotonda West, FL
10% off
Price is NZ$3,385
NZ$3,385
NZ$484 per night
includes taxes & fees
Image gallery for Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit
1010 out of 10 rating
Exceptional
(66 reviews)
Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit
Englewood, FL
7% off
Price is NZ$4,922
NZ$4,922
NZ$703 per night
includes taxes & fees
Image gallery for Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
1010 out of 10 rating
Exceptional
(33 reviews)
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
Englewood, FL
8% off
Price is NZ$7,019
NZ$7,019
NZ$1,003 per night
includes taxes & fees
Image gallery for Vacation in Paradise on the Canal w/Heated Pool and minutes to the Beach!!
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Vacation in Paradise on the Canal w/Heated Pool and minutes to the Beach!!
Rotonda West, FL
7% off
Price is NZ$2,445
NZ$2,445
NZ$349 per night
includes taxes & fees
Image gallery for Spectacular Waterfront Home with Pool and Dock
1010 out of 10 rating
Exceptional
(54 reviews)
Spectacular Waterfront Home with Pool and Dock
Port Charlotte, FL
7% off
Price is NZ$3,324
NZ$3,324
NZ$475 per night
includes taxes & fees
Image gallery for South Florida Heaven! Private Pool! 3BD 2BA! Pets OK! 20 minutes to the beach!
8.68.6 out of 10 rating
Excellent
(14 reviews)
South Florida Heaven! Private Pool! 3BD 2BA! Pets OK! 20 minutes to the beach!
North Port, FL
7% off
Price is NZ$2,661
NZ$2,661
NZ$380 per night
includes taxes & fees
Image gallery for Luxury fully private villa with a heated pool in North Port. (14 guests)
9.89.8 out of 10 rating
Exceptional
(75 reviews)
Luxury fully private villa with a heated pool in North Port. (14 guests)
North Port, FL
7% off
Price is NZ$1,669
NZ$1,669
NZ$238 per night
includes taxes & fees
Image gallery for Delightful 'Old Florida' Island cottage in Boca Grande with separate guest house
8.88.8 out of 10 rating
Excellent
(28 reviews)
Delightful 'Old Florida' Island cottage in Boca Grande with separate guest house
Boca Grande, FL
8% off
Price is NZ$13,932
NZ$13,932
NZ$1,990 per night
includes taxes & fees
Image gallery for Walk to Beach, HEATED Pool/Spa, Screened Lanai w/everything for best vacation
1010 out of 10 rating
Exceptional
(18 reviews)
Walk to Beach, HEATED Pool/Spa, Screened Lanai w/everything for best vacation
Englewood, FL
13% off
Price is NZ$4,365
NZ$4,365
NZ$624 per night
includes taxes & fees
Image gallery for 10 Minutes to Beach Bliss, with Heated Privet Poolside Haven!
1010 out of 10 rating
Exceptional
(10 reviews)
10 Minutes to Beach Bliss, with Heated Privet Poolside Haven!
Englewood, FL
7% off
Price is NZ$3,564
NZ$3,564
NZ$509 per night
includes taxes & fees
Image gallery for Pool Home- 3BR 2BA House Near Beaches & all that Beautiful Venice as to offer!
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Pool Home- 3BR 2BA House Near Beaches & all that Beautiful Venice as to offer!
Venice, FL
7% off
Price is NZ$3,891
NZ$3,891
NZ$556 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$9,632
NZ$9,632
NZ$1,376 per night
includes taxes & fees
Image gallery for On the beach+pet friendly+2 paddle boards+2 kayaks+4 bikes+dock+pool+tennis
1010 out of 10 rating
Exceptional
(48 reviews)
On the beach+pet friendly+2 paddle boards+2 kayaks+4 bikes+dock+pool+tennis
Placida, FL
8% off
Price is NZ$5,491
NZ$5,491
NZ$784 per night
includes taxes & fees
Image gallery for Modern Beach house with a great view, totally updated, private beach.
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Modern Beach house with a great view, totally updated, private beach.
Englewood, FL
8% off
Price is NZ$8,161
NZ$8,161
NZ$1,166 per night
includes taxes & fees
Image gallery for Newly Renovated Modern Coastal Waterfront Vacation Home
1010 out of 10 rating
Exceptional
(16 reviews)
Newly Renovated Modern Coastal Waterfront Vacation Home
Punta Gorda, FL
8% off
Price is NZ$2,986
NZ$2,986
NZ$427 per night
includes taxes & fees
Image gallery for Island Getaway, Gulf Front, Hammocks, Kayaks, 3/2, sleeps 6,thousands ft of deck
9.49.4 out of 10 rating
Exceptional
(21 reviews)
Island Getaway, Gulf Front, Hammocks, Kayaks, 3/2, sleeps 6,thousands ft of deck
Placida, FL
8% off
Price is NZ$8,581
NZ$8,581
NZ$1,226 per night
includes taxes & fees
Image gallery for Gorgeous waterfront home!
1010 out of 10 rating
Exceptional
(5 reviews)
Gorgeous waterfront home!
Port Charlotte, FL
7% off
Price is NZ$3,260
NZ$3,260
NZ$466 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Tails and Scales Charters
The Suites at Fishermen’s Village- 2 Bedroom Suites
Sleeps 4 · 2 bedrooms
9.89.8 out of 10
Exceptionalexceptional
917 reviews(917 reviews)
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
97 reviews(97 reviews)
Salty Mermaid. Beach House on Little Gasparilla Island. Come get salty!
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Little Gasparilla Island - Gulf view, golf cart, ferry, pool, boat dock, parking
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
85 reviews(85 reviews)
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Sleeps 4
9.49.4 out of 10
Exceptionalexceptional
44 reviews(44 reviews)
EXCLUSIVE AT THE BEACH: Pool, Golf Cart, Club Access included, Avail Book Now!!
Sleeps 10 · 5 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
28 reviews(28 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